Herbicidal pyrrolesulfonylureas

ABSTRACT

This invention relates to certain herbicidal pyrrolesulfonylureas, compositions thereof and a method for their use as herbicides or plant growth regulants.

CROSS-REFERENCE TO RELATED APPLICATION

This is a divisional application of U.S. Ser. No. 07/974,581 filed Feb. 24, 1993, now U.S. Pat. No. 5,472,933, which is a 371 filing of PCT/US91/05822 filed Aug. 22, 1991, which is a continuation-in-part of U.S. Ser. No. 07/573,074 filed Aug. 29, 1990, now abandoned.

BACKGROUND OF THE INVENTION

The present invention relates to herbicidal pyrrolesulfonylureas, compositions thereof and a method for their use as preemergence and/or postemergence herbicides or plant growth regulants.

New compounds effective for controlling the growth of undesired vegetation are in constant demand. In the most common situation, such compounds are sought to selectively control the growth of weeds in useful crops such as cotton, rice, corn, wheat and soybeans, to name a few. Unchecked weed growth in such crops can cause significant losses, reducing profit to the farmer and increasing costs to the consumer. In other situations, herbicides are desired which will control all plant growth. Examples of areas in which complete control of all vegetation is desired are areas around railroad tracks, storage tanks and industrial storage areas. There are many products commercially available for these purposes, but the search continues for products which are more effective, less costly and environmentally safe.

The "sulfonylurea" herbicides are an extremely potent class of herbicides discovered within the last few years which generally consist of a sulfonylurea bridge, --SO₂ NHCONH--, linking two aromatic or heteroaromatic rings.

U.S. Pat. No. 4,368,067 discloses herbicidal sulfonylureas of the formula ##STR1## wherein: R₁ is H, C₁ -C₄ alkyl, NO₂, CH, C(O)CCl₃, SO₂ R₁₁, C(O)R₅ or CO₂ H;

R₂ is H or C₁ -C₄ alkyl;

R₃ is H, C₁ -C₄ alkyl, Cl or Br;

R₄ is H, C₁ -C₄ alkyl, cyanoethyl, C₅ -C₆ cycloalkyl, benzyl, phenyl substituted with Cl or NO₂, or C(O)R₆ ;

R₅ is C₁ -C₄ alkyl or C₁ -C₄ alkoxy;

R₆ is C₁ -C₄ alkyl, C₁ -C₄ alkoxy or NR₇ R₈ ; and

R₇ and R₈ are independently C₁ -C₂ alkyl.

U.S. Pat. No. 4,549,898 discloses herbicidal sulfonamides of the formula ##STR2## wherein: X is O, S, NR₄ or --C(R₅)═N--;

R₂ is H, C₁ -C₃ alkyl, C₁ -C₃ haloalkyl, halogen, NO₂, C₁ -C₃ alkoxy, C(W)R₈, SO₂ NR₆ R₇, S(O)_(n) --C₁ -C₃ alkyl or C(O)R₉ ;

R₄ is H, C₁ -C₄ alkyl, C₁ -C₄ cyanoalkyl, C₃ -C₆ cycloalkyl, benzyl, C(O)C₁ -C₄ alkoxy, C(O)NR₆ R₇ or C(O)C₁ -C₄ alkyl which is unsubstituted or substituted by 1 to 3 halogen atoms;

R₆ is H, C₁ -C₆ alkyl, C₁ -C₄ cyanoalkyl, OCH₃ or OCH₂ CH₃ ;

R₇ is H, C₁ -C₆ alkyl or C₃ -C₆ alkenyl; or

R₆ and R₇, together with the nitrogen atom to which they are attached, form a 5- or 6-membered saturated heterocyclic ring which may contain an oxygen; and

Y is O or S.

EP-A-126,711 discloses herbicidal sulfonamides of the formula ##STR3## wherein: Q is halogen, C₁ -C₄ alkyl, C₁ -C₄ haloalkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, NO₂, NH₂, C₁ -C₄ alkylamino, C₁ -C₄ dialkylamino, CN, C₁ -C₄ alkoxycarbonyl, CHO, C₂ -C₄ alkoxyalkyl, C₁ -C₄ alkylthio, C₁ -C₄ alkylsulfinyl, C₁ -C₄ alkylsulfonyl, C₁ -C₄ alkenyl or C₁ -C₄ alkynyl;

R₁ is H, halogen, NO₂, CR₆ (OC₁ -C₄ alkyl)₂, ##STR4## SO₂ NR₇ R₈, C(O)R₉ or (Y)mR₁₀ ; X is O, S, NR₅, C(R₅)═N, CH═CH or ##STR5## R₅ is H, C₁ -C₄ alkyl or C₃ -C₄ alkenyl.

EP-A-161,211 discloses herbicidal sulfonamides of the formula ##STR6## wherein: G is ##STR7## R² is ##STR8## Q is O, S or NR⁷ ; A is O, S, SO, SO₂ or --(CR₁₀ R₁₁)_(m) --;

m is 0, 1 or 2;

R⁷ is H, C₁ -C₄ alkyl, C₃ -C₆ cycloalkyl, benzyl or phenyl; and

R¹⁰ and R¹¹ are independently H or C₁ -C₄ alkyl.

SUMMARY OF THE INVENTION

The invention comprises compounds of Formula I, agriculturally suitable compositions thereof and a method of use as preemergence and/or postemergence herbicides or plant growth regulants. ##STR9## W is O or S; R is H or CH₃ ;

R¹ is H; CH₃ ; CH₂ OCH₃ ; CH₂ OC₂ H₅ ; CH₂ CN; CH₂ SCH₃, CH₂ SC₂ H₅ ; C₂ -C₆ alkyl optionally substituted with one C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, CN or one or more halogens; C₃ -C₄ alkenyl; C₃ -C₄ haloalkenyl; C₃ -C₆ cycloalkyl; C(O)R⁵ ; N(CH₃)₂ ; or Q¹ ;

R² is C₁ -C₄ alkyl optionally substituted with one CN, C₂ -C₃ alkylcarbonyl, methoxycarbonyl, C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, C₁ -C₂ alkylsulfonyl, S(O)₂ NR⁶ R⁷, OH or one or more halogens; C₂ -C₄ alkenyl optionally substituted with one C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, CN or one or more halogens; (CH₂)_(m) Q² ; CN; C(O)R⁸ ; C(O)OR⁹ ; C(O)NR¹⁰ R¹¹ ; C(R¹²)═NOR¹³ ; C(R¹⁴)(OR¹⁵)(OR¹⁶); S(O)_(n) R¹⁷ ; S(O)₂ NR¹⁸ R¹⁹ ; NO₂ ; halogen or OR⁷³ ;

R³ is H, halogen or C₁ -C₄ alkyl;

R⁴ is H, C₁ -C₄ alkyl optionally substituted with one CN, C₂ -C₃ alkylcarbonyl, methoxycarbonyl, C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, C₁ -C₂ alkylsulfonyl, S(O)₂ NR⁶ R⁷, OH or one or more halogens; C₂ -C₄ alkenyl optionally substituted with one C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, CN or one or more halogens; CN; C(O)R⁸ ; C(O)OR⁹ ; C(O)NR¹⁰ R¹¹ ; C(R¹²)═NOR¹³ ; S(O)_(n) R¹⁷ ; S(O)₂ NR¹⁸ R¹⁹ ; or halogen;

R⁵ is C₁ -C₄ alkyl, C₁ -C₄ alkoxy or NR²⁰ R²¹ ;

R⁶ is H, C₁ -C₂ alkyl or OCH₃ ;

R⁷ is C₁ -C₂ alkyl; or

R⁶ and R⁷ can be taken together as --(CH₂)₃ -- or --(CH₂)₄ --;

R⁸ is H, C₁ -C₃ alkyl or cyclopropyl;

R⁹ is CH₃ ; C₂ -C₃ alkyl optionally substituted with one C₁ -C₂ alkoxy, OH, CN or one or more halogens; C₃ -C₄ alkenyl; or propargyl;

R¹⁰ is H, C₁ -C₃ alkyl or OCH₃ ;

R¹¹ is C₁ -C₃ alkyl; or

R¹⁰ and R¹¹ can be taken together as --(CH₂)₃ --, --(CH₂)₄ --, --(CH₂)₅ -- or --(CH₂)₂ O(CH₂)₂ --;

R¹² is H, C₁ -C₃ alkyl, allyl, halogen, CN, N₃, C₁ -C₂ alkoxy, C₁ -C₂ alkylthio or SCN;

R¹³ is C₁ -C₃ alkyl or allyl;

R¹⁴ is H or C₁ -C₃ alkyl;

R¹⁵ and R¹⁶ are independently C₁ -C₂ alkyl;

R¹⁷ is C₁ -C₄ alkyl, optionally substituted with one C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, CN or one or more halogens; C₃ -C₄ alkenyl; or cyclopropylmethyl;

R¹⁸ is H, C₁ -C₃ alkyl or OCH₃ ;

R¹⁹ is H or C₁ -C₂ alkyl; or

R¹⁸ and R¹⁹ can be taken together as --(CH₂)₃ --, --(CH₂)₄ -- or --(CH₂)₅ --;

R²⁰ and R²¹ are independently C₁ -C₂ alkyl; or

R²⁰ and R²¹ can be taken together as --(CH₂)₃ --, --(CH₂)₄ --, --(CH₂)₅ -- or --(CH₂)₂ O(CH₂)₂ --;

R⁷¹ is H, halogen or CF₃ ;

R⁷³ is C₁ -C₄ alkyl optionally substituted with one or more halogens, CN, C₁ -C₂ alkoxy, or C₁ -C₂ alkylthio; C(O)R⁷⁴ ; SO₂ R⁷⁵ ; C₃ -C₄ alkenyl; or propargyl;

R⁷⁴ is C₁ -C₄ alkyl optionally substituted with C₁ -C₂ alkoxy, one or more halogens, or CN; C₃ -C₄ alkenyl; or C₁ -C₃ alkoxy;

R⁷⁵ is C₁ -C₃ alkyl or CF₃ ;

m is 0 or 1;

n is 0, 1 or 2;

Q¹ is phenyl, phenyl substituted with one to two groups selected from halogen and CH₃, a fully unsaturated 5- or 6-membered heterocyclic ring containing 1 to 4 heteroatoms selected from 0-1 S, 0-1 O and 0-4 N and a fully unsaturated 5- or 6-membered heterocyclic ring substituted with one to two groups selected from C₁ -C₄ alkyl, C₃ -C₄ alkenyl, halogen, C₁ -C₃ alkoxy, C₁ -C₂ haloalkoxy, C₁ -C₃ alkylthio, C₃ -C₄ alkenylthio and C₁ -C₂ haloalkylthio, said Q¹ bound through a carbon atom;

Q² is phenyl, a saturated heterocyclic ring containing 1 to 2 heteroatoms selected from 0-2 O and 0-2 S, a partially saturated heterocyclic ring containing 1 to 2 heteroatoms selected from 0-2 O, 0-2 S and 0-2 N, a fully unsaturated 5- or 6-membered heterocyclic ring containing 1 to 4 heteroatoms selected from 0-1 S, 0-1 O and 0-4 N, phenyl substituted with one to two groups selected from halogen and CH₃, a saturated heterocyclic ring containing 1 to 2 heteroatoms selected from 0-2 O and 0-2 S substituted with one to two C₁ -C₃ alkyl groups, a partially saturated heterocyclic ring containing 1 to 2 heteroatoms selected from 0-2 O, 0-2 S and 0-2 N substituted with one to two C₁ -C₃ alkyl groups, and an unsaturated 5- or 6-membered heterocyclic ring containing 1 to 4 heteroatoms selected from 0-1 S, 0-1 O and 0-4 N substituted with one to two groups selected from C₁ -C₄ alkyl, C₃ -C₄ alkenyl, halogen, C₁ -C₃ alkoxy, C₁ -C₂ haloalkoxy, C₁ -C₃ alkylthio, C₃ -C₄ alkenylthio and C₁ -C₂ haloalkylthio;

A is ##STR10## X is H, C₁ -C₄ alkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ haloalkyl, C₁ -C₄ haloalkylthio, C₁ -C₄ alkylthio, halogen, C₂ -C₅ alkoxyalkyl, C₂ -C₅ alkoxyalkoxy, amino, C₁ -C₃ alkylamino or di(C₁ -C₃ alkyl)amino;

Y is H, C₁ -C₄ alkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ alkylthio, C₁ -C₄ haloalkylthio, C₂ -C₅ alkoxyalkyl, C₂ -C₅ alkoxyalkoxy, amino, C₁ -C₃ alkylamino, di(C₁ -C₃ alkyl)amino, C₃ -C₄ alkenyloxy, C₃ -C₄ alkynyloxy, C₂ -C₅ alkylthioalkyl, C₂ -C₅ alkylsulfinylalkyl, C₂ -C₅ alkylsulfonylalkyl, C₁ -C₄ haloalkyl, C₂ -C₄ alkynyl, C₃ -C₅ cycloalkyl, azido, cyano, ##STR11## or N(OCH₃)CH₃ ; p is 2 or 3;

Q³ and Q⁴ are independently O or S;

R²² is H or C₁ -C₃ alkyl;

R²³ and R²⁴ are independently C₁ -C₃ alkyl;

Z is CH or N;

Z¹ is CH or N;

Y¹ is O or CH₂ ;

X¹ is CH₃, OCH₃ or OCF₂ H;

X² is CH₃, CH₂ CH₃ or CH₂ CF₃ ;

Y² is OCH₃, OCH₂ CH₃, SCH₃, SCH₂ CH₃, CH₃ or CH₂ CH₃ ;

X³ is CH₃ or OCH₃ ;

Y³ is H or CH₃ ;

X⁴ is CH₃, OCH₃, OCH₂ CH₃, CH₂ OCH₃ or Cl; and

Y⁴ is CH₃, OCH₃, OCH₂ CH₃ or Cl;

and their agriculturally suitable salts;

provided that:

(a) when X and/or Y is C₁ haloalkoxy, then Z is CH;

(b) when m is zero, Q² is bound through carbon to the pyrrole ring in J;

(c) when X is F, Cl, Br or I, then Z is CH and Y is OCH₃, OCH₂ CH₃, N(OCH₃)CH₃, NHCH₃, N(CH₃)₂ or OCF₂ H;

(d) when W is S, then R is H, A is A-1 and Y is CH₃, OCH₃, OCH₂ CH₃, CH₂ OCH₃, CH₂ CH₃, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, OCH₂ CH₂ OCH₃, CH(OCH₃)₂

or ##STR12## (e) when the total number of carbon atoms of X and Y is greater than four, then the number of carbons of Q¹ and Q² for each is less than or equal to eight;

(f) when A is A-2, A-3, A-4, A-5, A-6 or A-7, then R is H;

(g) when J is J-1, A is A-1 and X and/or Y is alkyl, then R² is other than CN or NO₂ ;

(h) when J is J-1, A is A-2, A-3 or A-4 and R¹ is C(O)R⁵, then R² is other than alkyl; and

(i) when J is J-1, A is A-1 and X and/or Y is C₁ haloalkoxy, then R² is other than C(O)OR⁹.

In the above definitions, the term "alkyl", used either alone or in compound words such as "alkylthio" or "haloalkyl", includes straight chain and branched alkyl, e.g., methyl, ethyl, n-propyl, isopropyl and the different butyl isomers.

Alkoxy includes methoxy, ethoxy, n-propyloxy, isopropyloxy and the different butoxy isomers.

Alkenyl includes straight chain and branched alkenes, e.g., 1-propenyl, 2-propenyl, 3-propenyl and the different butenyl isomers.

Alkylsulfonyl includes methylsulfonyl and ethylsulfonyl.

Alkylthio, etc. are used analogously to the above examples.

Cycloalkyl includes cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.

The term "halogen", either alone or in compound words such as "haloalkyl", means fluorine, chlorine, bromine or iodine. Further, when used in compound words such as "haloalkyl" said alkyl may be partially or fully substituted with halogen atoms, which may be the same or different. Examples of haloalkyl include CH₂ CH₂ F, CF₂ CF₃ and CH₂ CHFCl.

The total number of carbon atoms in a substituent group is indicated by the C_(i) -C_(j) prefix where i and j are numbers from 1 to 6. For example, C₁ -C₂ alkylsulfonyl would designate methylsulfonyl through ethylsulfonyl; C₂ -C₃ alkoxycarbonyl would designate methoxy and ethoxy attached through a carbonyl radical.

Compounds of the invention preferred for reasons including ease of synthesis and/or greater herbicidal efficacy are:

1. Compounds of Formula I wherein Q¹ is the fully unsaturated substituted or unsubstituted heterocyclic ring, and Q¹ is selected from pyridinyl, pyrimidinyl, thienyl, furanyl, 1,2,4-triazolyl, 1,2,3-thiadiazolyl, oxazolyl, thiazolyl, imidazolyl or tetrazolyl, and Q² is the substituted or unsubstituted heterocyclic ring containing 1 to 2 heteroatoms or the substituted or unsubstituted partially saturated heterocyclic ring containing 1 to 2 heteroatoms and Q² is elected from 1,3-dioxolanyl, 1,3-dioxanyl, pyridinyl, pyrimidinyl, thienyl, furanyl, 1,2,4-triazolyl, 1,2,3-thiadiazolyl, oxazolyl, thiazolyl, imidazolyl or tetrazolyl.

2. Compounds of Preferred 1 wherein:

Q¹ is ##STR13## q is 0 or 1; R²⁵ and R²⁶ are independently H, CH₃ or C₁ ;

R²⁷ and R²⁸ are independently H, F, or CH₃ ;

R²⁹ is H, CH₃ or OCH₃ ;

R³⁰ is H or CH₃ ;

R³¹, R³² and R³³ are independently H, CH₃ or OCH₃ ;

R³⁴, R³⁵ and R³⁶ are independently H, CH₃, CH₂ CH₃, Cl, Br, OCH₃ or OCH₂ CH₃ ;

R³⁷ is H or C₁ -C₂ alkyl;

R³⁸ is CH₃ ;

R³⁹ is H, C₁ -C₂ alkyl, OCH₃ or SCH₃ ;

R⁴⁰ is H, CH₃ or CH₂ CH₃ ;

R⁴¹ and R⁴² are independently H or CH₃ ;

R⁴³ is H, CH₃, CH₂ CH₃ or C₃ H₇ ;

W¹ is O or S;

W² is O, S or NR⁴⁴ ;

R⁴⁴ is H or CH₃ ;

Q² is ##STR14## r is 0 or 1; R⁴⁵ and R⁴⁶ are independently H, CH₃ or Cl;

R⁴⁷ is H or C₁ -C₃ alkyl;

R⁴⁸ is H or CH₃ ;

R⁴⁹ and R⁵⁰ are independently H or CH₃ ;

R⁵¹ is H, CH₃ or OCH₃ ;

R⁵² is H or CH₃ ;

R⁵³ R⁵⁴ and R⁵⁵ are independently H, CH₃ or OCH₃ ;

R⁵⁶, R⁵⁷ and R⁵⁸ are independently H, CH₃, CH₂ CH₃, Cl, Br, OCH₃ or OCH₂ CH₃ ;

R⁵⁹ is H or C₁ -C₂ alkyl;

R⁶⁰ is CH₃ ;

R⁶¹ is H, C₁ -C₂ alkyl, OCH₃ or SCH₃ ;

R⁶² is H, CH₃ or CH₂ CH₃ ;

R⁶³ and R⁶⁴ are independently H or CH₃ ;

R⁶⁵ is H, CH₃, CH₂ CH₃ or C₃ H₇ ;

W³ is O or S;

W⁴ is O, S or NR⁶⁶ ; and

R⁶⁶ is H or CH₃.

3. Compounds of Preferred 2 wherein:

W is O;

R¹ is H, C₁ -C₆ alkyl, allyl, CH₂ OCH₃, CH₂ OC₂ H₅, CH₂ SCH₃ phenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, C(O)OCH₃ or C(O)N(CH₃)₂ ;

X is C₁ -C₂ alkyl, C₁ -C₂ alkoxy, F, Cl, Br, I, OCF₂ H, CH₂ F, CF₃, OCH₂ CH₂ F, OCH₂ CHF₂, OCH₂ CF₃, CH₂ Cl or CH₂ Br; and

Y is H, C₁ -C₂ alkyl, C₁ -C₂ alkoxy, CH₂ OCH₃, CH₂ OCH₂ CH₃, NHCH₃, N(OCH₃)CH₃, N(CH₃)₂, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, OCH₂ CH₂ OCH₃, CH₂ SCH₃, C(O)R²², ##STR15## OCF₂ H, SCF₂ H, cyclopropyl, C.tbd.CH or C.tbd.CCH₃.

4. Compounds of Preferred 3 wherein:

R³ is H, CH₃, Cl or Br; and

R⁴ is H, C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)NR¹⁰ R¹¹, C(R¹²)═NOR¹³, C(R¹⁴)(OR¹⁵)(OR¹⁶), S(O)_(n) R¹⁷, S(O)₂ NR¹⁸ R¹⁹, F, Cl or Br;

R⁸ is H or C₁ -C₂ alkyl;

R⁹ is C₁ -C₂ alkyl or CH₂ CH₂ Cl;

R¹⁰ is H or CH₃ ;

R¹¹ is CH₃ ;

R¹² is H, CH₃, C₂ H₅ or Cl;

R¹³ is CH₃ ;

R¹⁴ is H or C₁ -C₂ alkyl;

R¹⁵ and R¹⁶ are CH₃ ;

R¹⁷ is C₁ -C₂ alkyl;

R¹⁸ is H or CH₃ ;

R¹⁹ is CH₃ ; and

n is 0 or 2.

5. Compounds of Preferred 4 wherein:

R² is C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)NR¹⁰ R¹¹, C(R¹²)═NOR¹³, C(R¹⁴)(OR¹⁵)(OR¹⁶), S(O)_(n) R¹⁷, S(O)₂ NR¹⁸ R¹⁹, F, Cl, Br or OR⁷³.

6. Compounds of Preferred 5 wherein:

R is H; and

R⁷¹ is H.

7. Compounds of Preferred 6 wherein:

J is J-1.

8. Compounds of Preferred 6 wherein:

J is J-2.

9. Compounds of Preferred 6 wherein:

J is J-3.

10. Compounds of Preferred 7 wherein:

R² is C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)N(CH₃)₂, S(O)₂ CH₃, S(O)₂ C₂ H₅, S(O)₂ N(CH₃)₂, C₁ -C₂ alkoxy, OC(O)CH₃, or OSO₂ CH₃ ;

R⁴ is H, C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)N(CH₃)₂, S(O)₂ CH₃, S(O)₂ C₂ H₅ or S(O)₂ N(CH₃)₂ ;

R⁸ is C₁ -C₂ alkyl;

R⁹ is C₁ -C₂ alkyl;

Q² is Q² -1, Q² -4, Q² -5, Q² -6, Q² -10, Q² -11, Q² -20 or Q² -21;

R⁴⁵, R⁴⁶, R⁴⁹, R⁵⁰, R⁵⁶, R⁵⁷ and R⁵⁸ are H;

R⁶⁵ is CH₃ ;

W³ is S; and

r is 0.

11. Compounds of Preferred 8 wherein:

R² is C.sub. -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)N(CH₃)₂, S(O)₂ CH₃, S(O)₂ C₂ H₅, S(O)₂ N(CH₃)₂, C₁ -C₂ alkoxy, OC(O)CH₃, or OSO₂ CH₃ ;

R⁴ is H, C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)N(CH₃)₂, S(O)₂ CH₃ or S(O)₂ N(CH₃)₂ ;

R⁸ is C₁ -C₂ alkyl;

R⁹ is C₁ -C₂ alkyl;

Q² is Q² -1, Q² -4, Q² -5, Q² -6, Q² -10, Q² -11, Q² -20 or Q² -21;

R⁴⁵, R⁴⁶, R⁴⁹, R⁵⁰, R⁵⁶, R⁵⁷ and R⁵⁸ are H;

R⁶⁵ is CH₃ ;

W³ is S; and

r is 0.

12. Compounds of Preferred 9 wherein:

R² is C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)N(CH₃)₂, S(O)₂ CH₃, S(O)₂ C₂ H₅, S(O)₂ N(CH₃)₂, C₁ -C₂ alkoxy, OC(O)CH₃, or OSO₂ CH₃ ;

R⁴ is H, C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)N(CH₃)₂, S(O)₂ CH₃ or S(O)₂ N(CH₃)₂ ;

R⁸ is C₁ -C₂ alkyl;

R⁹ is C₁ -C₂ alkyl;

Q² is Q² -1, Q² -4, Q² -5, Q² -6, Q² -10, Q² -11, Q² -20 or Q² -21;

R⁴⁵, R⁴⁶, R⁴⁹, R⁵⁰, R⁵⁶, R⁵⁷ and R⁵⁸ are H;

R⁶⁵ is CH₃ ;

W³ is S; and

r is 0.

13. Compounds of Preferred 10 wherein:

A is A-1;

X is CH₃, OCH₃, OCH₂ CH₃, OCH₂ CF₃ or Cl; and

Y is CH₃, OCH₃, NHCH₃ or N(CH₃)₂.

14. Compounds of Preferred 11 wherein:

A is A-1;

X is CH₃, OCH₃, OCH₂ CH₃, OCH₂ CF₃ or Cl; and

Y is CH₃, OCH₃, NHCH₃ or N(CH₃)₂.

15. Compounds of Preferred 12 wherein:

A is A-1;

X is CH₃, OCH₃, OCH₂ CH₃, OCH₂ CF₃ or Cl; and

Y is CH₃, OCH₃, NHCH₃ or N(CH₃)₂.

Compounds of the invention specifically preferred for reasons of greatest ease of synthesis and/or greatest herbicidal efficacy are:

Methyl 3-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-amino]sulfonyl]-1-methyl-1H-pyrrole-2-carboxylate;

Methyl 3-[[[[[4-ethoxy-6-(methylamino)-1,3,5-triazin-2-yl]-amino]carbonyl]amino]-sulfonyl]-1-methyl-1H-pyrrole-2-carboxylate;

N³ -[[(4-ethyl-6-methoxy-1,3,5-triazin-2-yl)-amino]carbonyl]-N²,N²,1-trimethyl-1H-pyrrole-2,3-disulfonamide;

N³ -[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-N²,N²,1-trimethyl-1H-pyrrole-2,3-disulfonamide;

Methyl 1-ethyl-2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl) -amino]-carbonyl]amino]sulfonyl]-1H-pyrrole-3-carboxylate;

2-(ethylsulfonyl)-N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]-carbonyl]-1-methyl-1H-pyrrole-3-sulfonamide; and

2-[[[[(4,6-dimethoxy-2-pyrimidinyl )amino]carbonyl]-amino]sulfonyl]-N,N,1-trimethyl-1H-pyrrole-3-carboxamide.

The invention also comprises novel compounds, such as the bromopyrrolesulfonamides of Formula II, useful as intermediates to the compounds of Formula I. ##STR16## wherein: R⁶⁷ is H, C(CH₃)₃ or Si(CH₃)₂ C(CH₃)₃ ; and

R⁷² is H or Si(CH(CH₃)₂)₃.

Another embodiment of the invention is the process for preparing any of the above compounds, said process comprising reacting

(a) the compounds of Equation 1 in an inert polar aprotic solvent for 5 minutes to 24 hours or more at 20° to 80° C. ##STR17## (b) the compounds of Equation 2 in an inert solvent followed by treatment with aqueous acid ##STR18## (c) the compounds of Equation 3 in an inert solvent for 0.5 to 24 hours ##STR19## (d) the compounds of Equation 4 in an inert solvent at 20° to 80° C. for 0.5 to 24 hours and in the presence of 1 to 1.4 equivalents of a base ##STR20##

DETAILED DESCRIPTION OF THE INVENTION Synthesis

The sulfonylureas of Formula I can be prepared by a number of methods. These methods are described below along with the appropriate references for greater detail. ##STR21##

One of the methods of synthesis of sulfonylureas of Formula I is depicted in Equation 1 where J, R, and A are as defined above. A sulfonylisocyanate of Formula 2 is contacted with a heterocyclic amine of Formula 3 in an inert polar aprotic solvent, such as acetonitrile, dichloromethane, etc. for periods of several minutes to 24 hours or more, preferably at a temperature in the range of 20° to 80° C. to afford a sulfonylurea of Formula I.

U.S. Pat. Nos. 4,127,405; 4,257,802; and 4,221,585 disclose this equation and are herein incorporated by reference. ##STR22##

Another method of synthesis of compounds of Formula I is depicted in Equation 2 where J, R, and A are as defined previously and R⁶⁸ is lower alkyl such as methyl or ethyl. A sulfonamide of Formula 4 is contacted with an alkyl carbamate of Formula 5 in the presence of a trialkylaluminum in an inert solvent such as dichloromethane, 1,2-dichloroethane, etc., and subsequently treated with aqueous acid to afford a sulfonylurea of Formula I. This reaction is taught in European Patent Publication EP-A-83,975 (published Jul. 20, 1983). ##STR23##

Alternatively, compounds of Formula I can be prepared by the method shown in Equation 3 where A, J, and R are as defined previously and Ar represents an aryl group, for example a phenyl group. In this reaction, a sulfonylcarbamate of Formula 6 is contacted with a heterocyclic amine of Formula 3 in an inert solvent such as p-dioxane for a period of 0.5 to 24 hours, as taught in European Patent Publication EP-A-44,807. ##STR24##

A fourth method of preparation for compounds of Formula I is depicted in Equation 4 where A, R, and J are as defined previously and Ar represents an aryl group, for example a phenyl or substituted phenyl group. In this reaction, a sulfonamide of Formula 4 is contacted with a heterocyclic carbamate of Formula 7 in an inert solvent such as p-dioxane or acetonitrile preferably at temperatures in the range of from 20° to 80° C. for periods of 0.5 to 24 hours in the presence of 1 to 1.4 equivalents of a base such as 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). The resultant products are isolated by dilution of the reaction mixture with aqueous acid to afford sulfonylureas of Formula I. The reaction is taught in European Patent Publications EP-A-44,807, and EP-A-85,028.

Intermediate Compounds

Heterocyclic sulfonyl isocyanates of Formula 2 can be prepared by treatment of sulfonamides of Formula 4 by the procedures taught in U.S. Pat. No. 4,127,405. Heterocyclic carbamates of Formula 5 are prepared by procedures taught in European Patent Publication EP-A-83,975.

The sulfonylcarbamates of Formula 6 and heterocyclic carbamates of Formula 7 can be prepared by procedures taught in European Patent Publications EP-A-44,807, EP-A-72,347, EP-A-173,498 and U.S. Pat. No. 4,666,506 and references cited therein.

The intermediate pyrrole sulfonamides of Formula 4 can be prepared by a variety of methods, some of which are described in the sequence of reactions shown in Equations 5 through 24.

The sulfonamides of Formula 4 of this invention where J is J-1, J-2 or J-3 as defined above can be synthesized from the precursor sulfonamides of Formula 8 where J is as defined above and R⁶⁹ is a suitable protecting group such as tert-alkyl or trialkylsilyl, by appropriate methods known to one skilled in the art, as depicted in Equation 5. ##STR25##

Sulfonamides of Formula 8 where J is J-2 or J-3, R¹ is as defined above or is a masked synthon thereof, R² is as defined above or is a masked synthon thereof, R⁶⁹ is as previously defined and R⁴ is other than H, X⁵ is a suitable leaving group such as but not limited to chloro, bromo, iodo, alkyl- or arylsulfonate, may be prepared by methods similar to the depiction in Equation 6. The general methodology described for the instance when J is J-2 is directly applicable to the instances where J is J-3. Further, the synthetic necessity, and selection of specific masked synthons for specific definitions of R¹ and R² are known to one skilled in the art, for the introduction of R⁴ into the sulfonamide of Formula 9. ##STR26##

A sulfonamide of Formula 9 can be metalated on carbon using an excess of an organometallic base, preferably an organolithium reagent such as n-butyllithium, n-butyllithium/tetramethylethylenediamine (TMEDA) or lithium diisopropylamide in an inert solvent such as diethyl ether, dimethoxyethane (DME) or tetrahydrofuran (THF), under anhydrous conditions, preferably at a temperature in the range of -100° to -70° C., followed by quenching with the appropriate electrophilic reagent (R⁴ --X⁵) affording sulfonamide of Formula 8 after standard aqueous workup.

A sulfonamide of Formula 9 where J is J-2, R¹, R² and R⁶⁹ are as previously defined, X⁵ is a suitable leaving group such as but not limited to chloro, bromo, iodo, alkyl- or arylsulfonate, acid chloride or N,N-dialkylamide, can be prepared by methods similar to those depicted in Equation 7. ##STR27##

A sulfonamide of Formula 10 can be metalated on carbon using an excess of organometallic base, as described in J. Org. Chem., vol. 50, p. 4362-4368, (1985) and J. Chem. Soc. Perkin Trans., I., p. 1343, (1982) and the references cited therein, preferably an organolithium reagent such as n-butyllithium, n-butyllithium/tetramethylethylenediamine (TMEDA) or lithium diisopropylamide, in an inert solvent such as diethyl ether, dimethoxyethane (DME) or tetrahydrofuran (THF), under anhydrous conditions, preferably at a temperature in the range of -100° to -70° C., followed by quenching with an appropriate electrophilic reagent (R² --X⁵) affording sulfonamide of Formula 8 after standard aqueous workup. A sulfonamide of Formula 9 where J is J-3, R¹, R² and R⁶⁹ are as previously defined, X⁵ is a suitable leaving group such as but not limited to chloro, bromo, iodo, alkyl- or arylsulfonate, can be prepared by methods similar to those depicted in Equation 8. ##STR28##

A sulfonamide of Formula 11 can be treated with a base such as an alkali metal alkoxide, hydride or tertiary amine and an appropriate electrophilic reagent (R¹ --X⁵) as shown in an inert solvent, preferably a polar aprotic solvent such as dimethylformamide (DMF) to afford a sulfonamide of Formula 9.

Sulfonamides of Formula 10, where J is J-2, R¹, R⁶⁹ and X⁵ are as previously defined, can be prepared by methods similar to those depicted in Equation 9. ##STR29##

A sulfonamide of Formula 12 is treated with a base such as an alkali metal alkoxide, hydride or tertiary amine and an appropriate electrophilic reagent (R¹ --X⁵) as shown in an inert solvent, preferably a polar aprotic solvent such as dimethylformamide (DMF), at a temperature in the range of 20° to 80° C., for a period of 1 to 24 hours to afford a sulfonamide of Formula 10.

Pyrrole sulfonamides of Formula 12, where R⁶⁹ is a suitable protecting group as defined above are available from the corresponding bromopyrroles 13 as outlined in Equation 10, where R⁷⁰ is lower alkyl, such as isopropyl. ##STR30##

N-Silyl-protected pyrrole 13 where R⁷⁰ is preferably an isopropyl group, is treated with an alkyllithium reagent such as n-butyllithium as described in Chem. Ber., Vol 122 p.169 (1989), and references cited therein. The resultant metalated species is treated with sulfur dioxide to afford sulfinate salt 14 which can be converted to sulfonamide 15 by any of several known methods, for example treatment with N-chlorosuccinimide followed by amination with an appropriate primary amine as disclosed in U.S. Pat. No. 4,481,029. The N-silyl group is then removed, most conveniently with an alkali fluoride or quaternary ammonium fluoride salt to afford pyrrole-3-sulfonamide 12.

Sulfonamides of Formula 11, where J is J-3, R², R⁶⁹ and X⁵ are as previously defined, can be prepared by methods similar to those depicted in Equation 11, where R⁷⁰ is lower alkyl, such as isopropyl. ##STR31##

A sulfonamide of Formula 16 undergoes metal-halogen exchange on carbon using an excess of organometallic base, as described in J. Org. Chem., vol. 50, p. 4362-4368, (1985) and J. Chem. Soc. Perkin Trans., I, p. 1343, (1982) and the references cited therein, preferably an organolithium reagent such as n-butyllithium, n-butyllithium/tetramethylethylenediamine (TMEDA) in an inert solvent such as diethyl ether, dimethoxyethane (DME) or tetrahydrofuran (THF), under anhydrous conditions, preferably at a temperature in the range of -100° to -70° C., followed by quenching with an appropriate electrophilic reagent (R² --X⁵) affording intermediate sulfonamide of Formula 17. The N-silyl group is then removed, most conveniently with an alkali fluoride or quaternary ammonium fluoride salt to afford sulfonamide 11.

A pyrrole sulfonamide of Formula 16, where R⁶⁹ is a suitable protecting group as defined above can be prepared from the corresponding bromopyrrole 13 as outlined in Equation 12, where R⁷⁰ is lower alkyl, such as isopropyl. ##STR32##

N-silyl-protected pyrrole 13 where R⁷⁰ is preferably an isopropyl group, is treated with an alkyllithium reagent such as n-butyllithium as described in Chem. Ber., Vol. 122, p. 169 (1989), and references cited therein. The resultant metalated species is treated with sulfur dioxide to afford sulfinate salt 18 which can be converted to sulfonamide 19 by any of several known methods, for example treatment with N-chlorosuccinimide in a solvent such as acetic acid, methylene chloride/H₂ O, 1,1,2-trichlorotrifluoroethene/H₂ O at a temperature from 0° C. to ambient temperature followed by amination with an appropriate primary amine as disclosed in U.S. Pat. No. 4,481,029. Sulfonamide 19 can be converted to a compound of Formula 16 by treatment with N-bromosuccinimide in an inert solvent such as tetrahydrofuran (THF), under anhydrous conditions, preferably at a temperature in the range of -100° to -70° C. as described in J. Org. Chem., Vol. 55, No. 26, pp. 637-28 (1990) and the references cited therein.

In the cases where R² is not directly obtainable as an electrophilic reagent (R² --X5), wherein R² is defined as --S(O)₂ NR¹⁸ R¹⁹, --CONR¹⁰ R¹¹, C(R¹²)═NOR¹³, --S(O)_(n) --R¹⁷, C(O)R⁸, (CH₂ _(m) --Q² or --CN the desired compounds can be obtained through a series of functional group transformations known to one skilled in the art. The general methodology described for the instance when J is J-2 is directly applicable to the instances where J is J-1 or J-3 with modifications known to one skilled in the art. Therefore, only the instances where J is J-2, R¹ is CH₃ and R⁶⁹ is a suitable protecting group such as tert-alkyl or trialkylsilyl will be described in Equations 13 to 19.

Equation 13 depicts a sequence of reactions whereby one can obtain a sulfonamide of Formula 21 where J is J-2, R¹ and R⁶⁹ are as previously defined and R² is --S(O)₂ NR¹⁸ R¹⁹ wherein R¹⁸ and R¹⁹ are as defined above. ##STR33##

A precursor sulfonamide of Formula 10 can be metalated on carbon using an excess of organometallic base, similar to that described in J. Org. Chem., vol. 50, p. 4362-4368, (1985) and J. Chem. Soc. Perkin Trans., I, p. 1343, (1982) and the references cited therein, preferably an organolithium reagent such as n-butyllithium, n-butyllithium/tetramethylethylenediamine (TMEDA) or lithium diisopropylamide, in an inert solvent such as diethyl ether, dimethoxyethane (DME) or tetrahydrofuran (THF), under anhydrous conditions, preferably at a temperature in the range of -100° to -70° C. The resultant metalated species is treated with sulfur dioxide to afford sulfinate salt 20 which can be converted to sulfonamide 21 by any of several known methods, for example treatment with N-chlorosuccinimide followed by amination with an appropriate amine in an analogous manner to that disclosed in U.S. Pat. No. 4,481,029.

In an analogous manner Equation 14 outlines a sequence wherein one can prepare a sulfonamide of Formula 22 where J is J-2, R¹ and R⁶⁹ are as previously defined and R² is --C(O)NR¹⁰ R¹¹. ##STR34##

A precursor sulfonamide of Formula 9 where R² is defined for example as --C(O)OR⁹ where R⁹ is preferably methyl or ethyl, can be converted to amide 22 by any of several known methods, for example contacting the ester with an appropriate amine in the presence of an organometallic base in an analogous manner to that disclosed in Tetrahedron Letters, No. 21, p. 1791, (1970).

Equation 15 outlines a sequence whereby one can prepare a sulfonamide of Formula 23 where J is J-2, R¹ and R⁶⁹ are as previously defined and R² is --CN. ##STR35##

A precursor sulfonamide of Formula 9 where R² is defined for example as --CONH₂ can be converted to nitrile 23 by any of several known methods, for example contacting the amide with triphenylphosphine and CCl₄ in an inert solvent, in an analogous manner to that disclosed in Tetrahedron Letters, No. 21, p. 4383, (1970), or by dehydration with thionyl chloride as described in Org. Syn., coll. vol. IV, p. 436, (1963).

Equation 16 depicts a sequence whereby one can prepare a sulfonamide of Formula 25 where J is J-2, R¹ and R⁶⁹ are as previously defined, R² is (CH₂)_(m) --Q², Q² is Q² -1, Q² -4, Q² -5, Q² -6, Q² -7, Q² -8, Q² -9, Q² -10 or Q² -11, r is 0, m is 0 and M is ZnCl_(x), ZnBr_(x), or B(OH)₂. ##STR36##

A sulfonamide of Formula 10 can be metalated on carbon using an excess of organometallic base, similar to that described in J. Org. Chem., vol. 50, p. 4362-4368, (1985) and J. Chem. Soc. Perkin Trans., I, p. 1343, (1982) and the references cited therein, preferably an organolithium reagent such as n-butyllithium, n-butyllithium/tetramethylethylene-diamine (TMEDA) or lithium diisopropylamide, in an inert solvent such as diethyl ether, dimethoxyethane (DME) or tetrahydrofuran (THF), under anhydrous conditions, preferably at a temperature in the range of -100° to -70° C. The metalated species can be transmetalated with anhydrous zinc chloride, by methods similar to those described in Tetrahedron Letters, Vol. 29, No. 39, pp. 5013-5016, (1988). The transmetalated species 24 can be coupled to an arylhalide substrate, for instance 2-bromopyridine, in the presence of excess zinc chloride and a palladium catalyst to afford the biaryl species of Formula 25. Alternatively, the metalated species can be quenched with an alkyl borate, for instance trimethylborate affording the corresponding 2-boronic acid species 24 upon hydrolysis. The pyrrole boronic acid species can be coupled to an arylhalide substrate by methods similar to those described in Tetrahedron Letters, vol. 26, No. 49, pp. 5997-6000, (1985) and Tetrahedron Letters, vol. 29, No. 43, p. 5459-5462, (1988) and the references cited therein, for instance 2-bromopyridine in the presence of a palladium catalyst and a base, in an inert solvent such as toluene or dimethoxyethane (DME), at reflux temperature for periods of 1 to 24 hours affording the biaryl species of Formula 25.

Equation 17 outlines a sequence whereby one can prepare a sulfonamide of Formula 27 where J is J-2, R¹ and R⁶⁹ are as previously defined, R² is --C(R¹²)═NOR¹³, R¹² is H and R¹³ is as previously defined. ##STR37##

A sulfonamide of Formula 10 can be metalated on carbon using an excess of organometallic base, similar to that described in J. Org. Chem., vol. 50, p. 4362-4368, (1985) and J. Chem. Soc. Perkin Trans., I, p. 1343, (1982) and the references cited therein, preferably an organolithium reagent such as n-butyllithium, n-butyllithium/tetramethylethylenediamine (TMEDA) or lithium diisopropylamide, in an inert solvent such as diethyl ether, dimethoxyethane (DME) or tetrahydrofuran (THF), under anhydrous conditions, preferably at a temperature in the range of -100° to -70° C. The metalated species, quenched with dimethylformamide (DMF) affords the corresponding pyrrole-2-aldehyde 26 following aqueous workup. The aldehyde species 26 is contacted with an alkoxy amine (H₂ -OR¹³), for instance methoxylamine hydrochloride in the presence of a base, for example sodium acetate, in an inert solvent such as acetone, tetrahydrofuran, dioxane or methanol. The reaction is carried out at temperatures in the range of 20° C. to reflux for a period of 1 to 24 hours and optionally in the presence of a phase transfer catalyst such as a crown ether.

Equation 18 depicts a sequence whereby one can prepare a sulfonamide of Formula 29 where J is J-2, R¹ and R⁶⁹ are as previously defined and R² is --C(O)R⁸ where R⁸ is as defined above. ##STR38##

A sulfonamide of Formula 10 can be metalated on carbon using an excess of organometallic base, similar to that described in J. Org. Chem., vol. 50, p. 4362-4368, (1985) and J. Chem. Soc. Perkin Trans., I, p. 1343, (1982) and the references cited therein, preferably an organolithium reagent such as n-butyllithium, n-butyllithium/tetramethylethylenediamine (TMEDA) or lithium diisopropylamide, in an inert solvent such as diethyl ether, dimethoxyethane (DME) or tetrahydrofuran (THF), under anhydrous conditions, preferably at a temperature in the range of -100° to -70° C. The metalated species, quenched with an aldehyde (R⁸ -CHO) affords the alcohol 28 following aqueous workup. Alcohol 28 can be oxidized to a ketone of Formula 29 by contact with one of several oxidants known to one skilled in the art, for example tetra-n-propylammonium perruthenate/N-methylmorpholine N-oxide as described in Aldrichimica Acta, Vol. 23, No. 1, p. 13-17, (1990) and the references cited therein.

Equation 19 outlines a sequence whereby one can prepare a sulfonamide of Formula 31 where J is J-2, R¹ and R⁶⁹ are as previously defined and R² is --S(O)_(n) --R¹⁷, where R¹⁷ is as defined above and n is 1 or 2. ##STR39##

A sulfonamide of Formula 10 can be metalated on carbon using an excess of organometallic base, similar to that described in J. Org. Chem., vol. 50, p. 4362-4368, (1985) and J. Chem. Soc. Perkin Trans., I, p. 1343, (1982) and the references cited therein, preferably an organolithium reagent such as n-butyllithium, n-butyllithium/tetramethylethylenediamine (TMEDA) or lithium diisopropylamide, in an inert solvent such as diethyl ether, dimethoxyethane (DME) or tetrahydrofuran (THF), under anhydrous conditions, preferably at a temperature in the range of -100° to -70° C. The metalated species, quenched with an appropriate disulfide (R¹⁷ -S-S-R¹⁷) affords thioether 30 following aqueous workup. The thioether can be oxidized selectively to the corresponding sulfoxide or sulfone of Formula 31 by contact with one of several suitable oxidants such as a peroxy acid or hydrogen peroxide.

Pyrrole sulfonamide precursors of Formula 36 where J is J-1, R³ is H or alkyl and R⁶⁹ is a trialkylsilyl protecting group can be prepared from the corresponding N-substituted pyrrole 32 as outlined in Equation 20. ##STR40##

Pyrroles of Formula 32 are generally known in the art or can be prepared by a variety of known alkylation or acylation procedures such as those reviewed in "Pyrroles", R. Alan Jones, Ed., "The Chemistry of Heterocyclic Compounds", Vol. 48, Part 1 (John Wiley & Sons, Inc., 1990, New York) p. 397. Metalation of pyrroles 32 is likewise known to produce reactive 2-lithio intermediates as described in Synthetic Communications, Vol. 12, p. 231 (1982) and in J. Org. Chem., Vol. 46, p. 157 (1981) and references cited therein. Treatment of these reactive metalated species with sulfur dioxide affords sulfinate salts 33. These can be converted to sulfonamides 34 by methods described above, or directly by treatment with hydroxylamine-O-sulfonic acid in aqueous media as described in Synthesis, p. 1031 (1986). Treatment of sulfonamides 34 with a base and a trialkylsilyl chloride such as t-butyldimethylsilyl chloride affords the protected sulfonamides 35. Metalation of 35 with two equivalents of an organometallic base such as n-butyllithium, lithium diisopropylamide or lithium 2,2,6,6-tetramethylpiperidide (LTMP) and quenching with an appropriate electrophilic reagent R² X⁵ affords substituted sulfonamides 36. Directed metalations of this type on 1,2-disubstituted pyrroles have been described in J. Org. Chem., Vol. 50, p. 4362 (1985) and J. Chem. Soc. Perkin Trans. I, p. 1343 (1982) and references cited therein. When 32 contains R¹ groups that are incompatible with strongly basic conditions of the subsequent reactions, such as when R¹ is CO₂ CH₃ or C(O)CH₃, a suitable protecting group in place of R¹ can be substituted such as those described in J. Org. Chem., Vol 46, p. 157 (1981), ibid., p. 3760, and in Tetrahedron, Vol. 42, p. 3723 (1986). This protecting group can be removed at a suitable point in the synthesis, such as after the synthesis of sulfonamide 36, and replaced with the appropriate R¹ group by standard alkylation or acylation methods as described above. Intermediates 34 or 35 where R³ is hydrogen can be directly halogenated to afford the corresponding substituted sulfonamides 34 or 35 where R³ is halogen. Conversion of these intermediates to sulfonamides of Formula 36 where R³ is halogen is best carried out using a substituted lithium amide base, such as lithium diisopropylamide, followed by treatment with an electrophillic reagent as described above.

Intermediate sulfonamides of Formula 38 where J is J-1 and R⁷¹ is other than H can be prepared as depicted in Equation 21 from the corresponding sulfonamides 36, where X⁶ is chloro, bromo or iodo. ##STR41##

Treatment of sulfonamides with a halogenating agent affords sulfonamides 37 where X⁶ is chloro, bromo, or iodo. Further treatment of 37 where X⁶ is bromo or iodo with an alkyllithium in an inert solvent followed by an alkyl halide affords sulfonamides 38 where R⁷¹ is lower alkyl. Likewise treatment of 37 with an alkyllithium reagent and subsequently with a mild fluorinating agent such as that described in J. Am. Chem. Soc., Vol. 106, p. 452 (1984) affords sulfonamides 38 wherein R⁷¹ is a fluoro substituent. Compounds of 37 where X⁶ is bromo or iodo to 38 where R⁷¹ is CF₃ can be accomplished by first treatment with an alkyllithium reagent followed by quenching with carbon dioxide to afford an intermediate acid 37 where R⁷¹ is COOH, and subsequent reaction with sulfur tetrafluoride or the like.

An intermediate pyrrole of Formula 40 where R¹ is defined as Q¹ above, can be prepared by the method outlined in Equation 22. ##STR42##

Amine 39 can be condensed with 2,5-dimethoxy tetrahydrofuran by the method described in Org. Syn., coll. vol. V, pp. 716-717, affording pyrrole 40.

Intermediate sulfonamides of Formula 44 where J is J-1, R³ is H, R¹ is Q¹ and R⁶⁹ is a trialkylsilyl protective group can be prepared from the corresponding N-substituted pyrrole 40 as depicted in Equation 23. ##STR43##

Pyrroles of Formula 40 can be metalated on carbon using an organometallic base, as described in Org. React., vol. 26, p. 21 (1979) and the references cited therein, preferably using an organolithium reagent such as n-butyllithium, lithium diisopropyl amide, or n-butyllithium/tetramethylethylenediamine. Treatment of the metalated species with sulfur dioxide affords the sulfinate salts 41. These can be converted to sulfonamides 42 by methods described above. Treatment of 42 with a base and a trialkylsilyl chloride affords protected sulfonamides 43. Metalation of 43 with two equivalents of an organometallic base as described above, and quenching with an appropriate electrophilic reagent R² X⁵ affords substituted sulfonamides 44.

Intermediate sulfonamides of Formula 49 where J is J-2, R⁴ is H, R¹ is Q¹ and R⁶⁹ is a trialkylsilyl protecting group can be prepared from the corresponding N-substituted pyrrole 40 as outlined in Equation 24. ##STR44##

Pyrroles of Formula 40 can be brominated by methods similar to those reviewed in "Pyrroles," R. Alan Jones, Ed., "The Chemistry of Heterocyclic Compounds," vol. 48, Prt. 1 (John Wiley & Sons, Inc., 1990, New York) p. 372, affording 3-bromo pyrroles of Formula 45. Pyrroles of Formula 45 can undergo metal halogen exchange by the methods described above with an organometallic base, preferably an organolithium reagent. Treatment of the metalated species with sulfur dioxide affords sulfinite salts 46. These salts can be converted to sulfonamides 47 by methods described above. Treatment of 47 with a base and a trialkylsilyl chloride affords protected sulfonamides Metalation of 48 with two equivalents of an organometallic base such as n-butyllithium, lithium diisopropyl amide or n-butyllithium/tetramethylethylenediamine and quenching with an appropriate electrophilic reagent R² X⁵ affords substituted sulfonamides 49. Directed metalation of 1,3-disubstituted pyrroles is described above.

Compounds of Formula 53 can be prepared by the method outlined in Equation 25. ##STR45##

Compound 50, prepared by the method described in J., Org. Chem., 55, 6317 (1990), is treated with 1 equivalent of an alkyllithium reagent such as n-butyllithium, and the resulting metalated species is treated with sulfur dioxide to obtain sulfinate salt 51 which can be converted to sulfonamide 52 by any of several known methods. For example treatment with N-chlorosuccinimide in acetic acid, followed by amination. The sulfonamide 52 is treated with a base such as an alkali metal alkoxide, hydride or tertiary amine and an appropriate electrophilic reagent (R¹ --X⁵) as shown in an inert solvent, to give a sulfonamide of Formula 53.

Sulfonamides of Formula 54 or 55 can be prepared by methods similar to those depicted in Equation 26. ##STR46##

Sulfonamide 53 can be treated with cupric cyanide in a polar aprotic solvent preferably DMF, at a temperature in the range of 100° to 55° C. For a period of 6 to 28 hours to afford a sulfonamide of Formula 54. Treatment of sulfonamide 53 with an aryl boronic acid in the presence of a palladium (O) catalyst, such as tetrakis (triphenylphosphine) palladium, and an inorganic base, such as sodium carbonate, by methods similar to those described in Synthetic Comm., 11 513 (1981), affords sulfonamides of Formula 55.

Sulfonamides of Formula 11 may also be prepared by the method depicted in Equation 27. ##STR47##

N-Silyl-protected pyrrole 50 where R⁷⁰ is preferably an isopropyl group, is treated with an alkyllithium reagent such as n-butyllithium, and the resulting metalated species is treated with an appropriate electrophilic reagent (R² --X⁵) as shown in an inert solvent to afford compound 56. Similar treatment of compound 56 with an alkyllithium reagent such as n-butyllithium and quenching of the metalated species thus formed with sulfur dioxide affords the sulfinate salt 57 which can be converted to sulfonamide 11 by any of several known methods as described above.

The synthesis of heterocyclic amine derivatives such as those depicted in Formulas 3, 5 and 7 are either known, or can be prepared by obvious methods known to one skilled in the art. For a review of the synthesis and reactions of 2-amino- and 2-methylaminopyrimidines see The Chemistry of Heterocylic Compounds, vol 16, Wiley-Interscience, New York (1962). For a review of the synthesis and reactions of 2-amino- and 2-methylamino-s-triazines, see The Chemistry of Heterocyclic Compounds, vol 13, Wiley-Interscience, New York (1959), F. C. Schaefer U.S. Pat. No. 3,154,537 and F. C. Schaefer and K. R. Huffman J. Org. Chem., 28, 1812 (1963). J. Chem., Soc., 2031 (1966), EP-A-173,498 and U.S. Pat. No. 4,666,506 describes further methods. The synthesis of the bicyclic amines of Formula 3 where A is A-2 and A-3 is taught in U.S. Pat. No. 4,339,267. The synthesis of bicyclic amines of Formula 3, where A is A-4 is taught in European Patent Publication EP-A-46,667.

The synthesis of compounds of Formula 3 where A is A-5 are described European Patent Publication EP-A-73,562. The synthesis of compounds of Formula 3 where A is A-6 are described European Patent Publication EP-A-94,260.

The compounds of Formula 3 where A is A-7 can be prepared by methods taught in EP-A-125,864 (published Nov. 21, 1984) or by suitable modifications that would be obvious to one skilled in the art.

The amines of Formula A where X¹ is OCF₂ H can be prepared by methods taught in EP-A-72,347, or by suitable modifications that would be obvious to one skilled in the art.

The pyrimidines of Formula 3 where A is A-1 (Z═CH) and where Y is ##STR48## can be prepared according to the method taught in European Patent Publication EP-A-84,224 or suitable modifications thereof known to one skilled in the art.

Agricultural suitable salts of compounds of Formula I are also useful herbicides and can be prepared in a number of ways known to the art. For example, metal salts can be made by contacting compounds of Formula I with a solution of an alkali or alkaline earth metal salt having a sufficiently basic anion (e.g., hydroxide, alkoxide, carbonate or hydroxides). Quaternary amine salts can be made by similar techniques.

Salts of compounds of Formula I can also be prepared by exchange of one cation for another. Cationic exchange can be effected by direct contact of an aqueous solution of a salt of a compound of Formula I (e.g., alkali or quaternary amine salt) with a solution containing the cation to be exchanged. This method is most effective when the desired salt containing the exchanged cation is insoluble in water and can be separated by filtration.

Exchange may also be effected by passing an aqueous solution of a salt of a compound of Formula I (e.g., alkali metal or quaternary amine salt) through a column packed with a cation exchange resin containing the cation to be exchanged for that of the original salt and the desired product is eluted from the column. This method is particularly useful when the desired salt is water-soluble, e.g., potassium, sodium or calcium salt.

Acid addition salts useful in this invention, can be obtained by reacting a compound of Formula I with a suitable acid, e.g., p-toluenesulfonic acid, trichloroacetic acid or the like.

The preparation of the compounds of this invention is further illustrated by the following specific examples. Abbreviations for nuclear magnetic resonance (NMR) signals are: s=singlet, bs=broad singlet, d=doublet, t=triplet, m=multiplet, q=quartet, and peak positions are reported as parts per million downfield from internal tetramethylsilane. Infrared (IR) peak positions are given in reciprocal centimeters (cm⁻¹) and sh denotes shoulder.

EXAMPLE 1

N-(1,1-Dimethylethyl)-1-[tris(1-methylethyl)silyl]-1H-3-sulfonamide

A solution of 30.25 g (0.10 mol) of 3-bromo-N-triisopropylsilylpyrrole in 500 mL of anhydrous tetrahydrofuran (THF) under nitrogen atmosphere was cooled to -78° C. The colorless solution was treated with 44 mL of 2.38M n-butyllithium in hexanes (0.105 mol) dropwise at such a rate as to keep the temperature below -65° C. After ca. 1 hour at -78° C., liquified sulfur dioxide was added (25.8 ml, 0.6 mol). The amber solution was warmed to room temperature and stirred for ca. 1 hour. The THF was removed under reduced pressure. The resulting amber oil was dissolved in 500 ml, glacial acetic acid, cooled to 20° C. and then treated with 13.35 g (0.1 mol) of N-chlorosuccinimide. After ca. 1 hour at room temperature the acetic acid was evaporated at reduced pressure and the residue was dissolved in ethyl acetate. This solution was washed successively with water, NaHCO₃ solution, brine, then dried (MgSO₄) and evaporated in vacuo. The resulting amber oil residue was dissolved in methylene chloride 500 mL, cooled to -20° C. and treated with t-butylamine. The resulting dark brown turbid solution was allowed to warm to room temperature and stir overnight ca. 16 hours. The solution was washed with 1N HCl, dried (MgSO₄) and evaporated to a dark oil. Chromatography on silica gel (20% ethyl acetate/80% hexanes) afforded 10.48 g of the title compound as a cream colored solid, m.p. 103°-104° C.

¹ H NMR (CDCl₃, 200 MHz.) δ: 7.28(d,1H), 6.74(m,1H), 6.56(bs,1H), 4.39(bs,1H), 1.45(m,3H), 1.23(s,9H), 1.08(d,18H).

EXAMPLE 2

N-(1,1-Dimethylethyl)-1H-pyrrole-3-sulfonamide

A solution of N-(1,1-dimethylethyl)-1-[tris-(1-methylethyl)silyl]-1H-3-sulfonamide (10.48 g, 0.0293 mol) in 100 mL, diethyl ether under a nitrogen atmosphere was treated with tetrabutylammoniumfluoridehydrate 10.16 g (0.0388 mol) followed by 1.8 mL of glacial acetic acid. After stirring ca. 1.5 hours at room temperature, the reaction mixture was filtered through silica with diethyl ether rinse. The filtrate was concentrated in vacuo affording 4.1 g of the title compound as a white solid, m.p. 146°-148° C.

¹ H NMR (CDCl₃, 200 MHz.) δ: 8.58(bs,1H), 7.32(s,1H), 6.79(d,1H), 6.52(d,1H), 4.34(bs,1H), 1.26(s,9H).

EXAMPLE 3

N-(1,1-Dimethylethyl)-1-methyl-1-pyrrole-3-sulfonamide

A solution of N-(1,1-dimethylethyl)-1H-pyrrole-3-sulfonamide 9 g (0.044 mol) in 90 mL N,N-dimethylforamide was cooled to 15° C. under a nitrogen atmosphere. To this was added 3.2 ml, (0.053 mol) of methyl iodide followed by 5.43 g (0.048 mol) of potassium t-butoxide. The mixture was warmed at ca. 60° C. for 2 hours then allowed to cool to room temperature and stirred for ca. 2 hours. The reaction mixture was diluted with ethyl acetate, washed three times with 1N HCl, once with brine, dried (MgSO₄) and evaporated to an oily solid which was triturated with 5% diethyl ether/95% hexanes affording 6 g of the title compound as a beige solid, m.p. 134°-135° C.

¹ H NMR (CDCl₃, 200 MHz.) δ: 7.11(s,1H), 6.59(d,1H), 6.41(d,1H), 4.32(bs,1H), 3.67(s,3H), 1.26(s,9H).

EXAMPLE 4

Methyl 3-[[(1,1-dimethylethyl)amino]sulfonyl]-1-methyl-1H-pyrrole-2-carboxylate

To a solution of 1 g (4.62 mmol) of N-(1,1-dimethylethyl)-1-methyl-1H-pyrrole-3-sulfonamide in 150 ml, THF under a nitrogen atmosphere cooled to -78° C. was added dropwise at such a rate as to keep the temperature below -65° C. 4.1 mL (9.48 mmol) 2.32M n-butyllithium in hexanes. The resulting amber turbid solution was stirred at -78° C. for ca. 30 minutes. Methyl chloroformate (0.37 mL, 4.86 mmol) was added in one portion and the resulting gold reaction mixture was allowed to warm to room temperature and stirred for ca. 1.5 hours. The gold reaction mixture was cooled to 0° C. and acidified with 1N HCl. The THF phase was separated washed with brine, dried (MgSO₄) and concentrated to an amber oil. The NMR of the crude reaction product was consistent with the title compound, additionally the NMR indicated that a trace of the starting material was also present. The crude material was combined with the product from a similar reaction run on the scale described below and chromatographed to give the title compound.

To a solution of 5 g (23 mmol) of N-(1,1-dimethylethyl)-1-methyl-1H-pyrrole-3-sulfonamide in 150 mL THF under nitrogen atmosphere cooled to -78° C. was added dropwise, at such a rate as to keep the temperature below -65° C., 20 mL (47.4 mmol) 2.32M n-butyllithium in hexanes. The resulting amber turbid solution was stirred at -78° C. for ca. 30 minutes. 1.87 mL (24.3 mmol) of methyl chloroformate was add in one portion and the resulting gold reaction mixture was allowed to warm to room temperature and stir for ca. 1.5 hours. The gold reaction mixture was cooled to 0° C. and acidified with 1N HCl. The THF phase was separated, washed with brine, dried (MgSO₄) and concentrated to an amber oil. The oil was combined with the crude product from the previous example and chromatographed on silica (30% ethyl acetate/70% hexanes) affording 3.53 g of the title compound as a solid.

¹ H NMR (CDCl₃, 200 MHz.) δ: 6.71(dd,2H), 5.72(bs,1H), 3.95(s,3H), 3.91(s,3H), 1.24(s,9H).

EXAMPLE 5

Methyl 3-(aminosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate

To a solution of 3.53 g of methyl 3-[[(1,1-dimethylethyl)amino]sulfonyl]-1-methyl-1H-pyrrole-2-carboxylate in 40 mL of methylene chloride under an nitrogen atmosphere was added 80 ml, of trifluoroacetic acid (TFA). The gold solution was stirred at room temperature overnight ca. 16 hours. The gold solution was concentrated to an oily residue. Diethyl ether was added to the residue and removed by evaporation to remove residual TFA. The resulting solid was suspended in diethyl ether and filtered affording the title compound as a tan solid, m.p. 105°-107° C.

¹ H NMR (Acetone-d₆, 200 MHz.) δ: 7.01(d,1H), 6.51(d,1H), 6.28(bs,2H), 3.95(s,3H), 3.93(s,3H).

EXAMPLE 6

Methyl 3-[[[[(4,6-dimethoxy-2-pyrimidinyl)-amino]carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-2-carboxylate

0.22 g (1 mmol) of methyl 3-(aminosulfonyl)-1-methyl-1H-pyrrole -2-carboxylate and 0.28 g (1 mmol) of phenyl (4,6-dimethoxy-2-pyrimidinyl) carbamate were combined in 4 mL of acetonitrile, 0.2 mL (1.33 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) was added and the resulting amber reaction mixture was allowed to stand at room temperature overnight ca. 16 hours. The reaction mixture was diluted with 6 mL of water and ca. 2 mL of shaved ice, acidified with cone. HCl (ca. 8 drops) to pH 4. The resulting precipitate was filtered washed with water followed by diethyl ether and air dried affording 0.2 g of the title compound as a solid m.p. 182.5°-186.5° C.

¹ H NMR (Me₂ SO-d₆, 200 MHz.) δ: 12.45(bs,1H), 10.45(bs,1H), 7.21(d,1H), 6.65(d,1H), 6.01(s,1H), 3.93(s,6H), 3.85(s,3H), 3.7(s,3H).

EXAMPLE 7

N-(1,1-Dimethylethyl)-1-methyl-2-(methylthio)-1H-pyrrole-3-sulfonamide

To a solution of 6.48 g (30 mmol) of N-(1,1-dimethylethyl)-1-methyl-1H-pyrrole-3-sulfonamide in 150 mL THF under nitrogen atmosphere cooled to -78° C. was added dropwise at such a rate as to keep the temperature below -65° C. 25.52 mL (61.5 mmol) 2.41M n-butyllithium in hexanes. The reaction was stirred at -78° C. for ca. 30 minutes. To the reaction mixture was added 2.97 mL (33 mmol) of dimethyldisulfide in one portion and the resulting reaction mixture was allowed to warm to room temperature and stir for ca. 1.5 hours. The reaction mixture was cooled to 0° C. and acidified with 1N HCl. The THF phase was separated washed with brine, dried (MgSO₄) and concentrated in vacuo. The crude residue was chromatographed on silica (20% ethyl acetate/80% hexanes) affording 4.63 g of the title compound as an off white solid, m.p. 116°-119° C.

¹ H NMR (CDCl₃, 200 MHz.) δ: 6.72(d,1H), 6.58(d,1H), 4.96(bs,1H), 3.74(s,3H), 2.35(s,3H), 1.23(s,9H).

EXAMPLE 8

1-Methyl-2-(methylthio)-1H-pyrrole-3-sulfonamide

To a solution of 4.63 g (17.66 mmol) N-(1,1-dimethylethyl)-1-methyl-2-(methylthio)-1H-pyrrole-3-sulfonamide in 50 mL of methylene chloride was added 50 mL of trifiuoroacetic acid (TFA) under a nitrogen atmosphere. The orange reaction mixture was stirred at room temperature overnight ca. 16 hours. The reaction mixture was concentrated to a tan solid. Diethyl ether was added to the tan solid and was removed by evaporation to remove residual TFA. The solid was suspended in diethyl ether and filtered giving 2.9 g of the title compound as a solid, m.p. 135°-137° C.

¹ H NMR (Acetone-d₆, 200 MHz.) δ: 6.93(d,1H), 6.45(d,1H), 6.19(bs,2H), 3.78(s,3H), 2.33(s,3H).

EXAMPLE 9

2-Bromo-N-(1,1-dimethylethyl)-1-methyl-1H-pyrrole-3-sulfonamide

To a solution of 8.85 g (41 mmol) of N-(1,1-dimethylethyl)-1-methyl-1H-pyrrole-3-sulfonamide in 200 ml, diethyl ether under a nitrogen atmosphere cooled to -78° C. was added dropwise, at such a rate as to keep the temperature below -65° C., 36.0 mL (85 mmol) 2.41M n-butyllithium in hexanes. The reaction was stirred at -78° C. for ca. 15 minutes. To the reaction mixture was added 2.2 ml, (41 mmol) of bromine dropwise. The light orange reaction mixture was allowed to warm to room temperature and stir for ca. 2 hours. The reaction mixture darkened as it stirred at room temperature. The reaction mixture was cooled to 0° C. and acidified with 1N HCl. The ether phase was separated, washed with brine, dried (MgSO₄) and concentrated in vacuo. The crude residue was chromatographed on silica (25% ethyl acetate/80% hexanes) affording 7.11 g of the title compound as an orange oil.

¹ H NMR (CDCl₃, 200 MHz.) δ: 6.73(d,1H), 6.62(d,1H), 3.63(s,3H), 1.24(s,9H).

EXAMPLE 10

2-Bromo-1-methyl-1H-pyrrole-3-sulfonamide

To a solution of 7.11 g (24 mmol) of 2-bromo-N-(1,1-dimethylethyl)-1-methyl-1H-pyrrole-3-sulfonamide in 50 mL methylene chloride under a nitrogen atmosphere was added 50 mL of TFA. The reaction mixture was allowed to stir at room temperature overnight ca. 16 hours. The reaction mixture was concentrated in vacuo. Three portions of diethyl ether were added to the crude residue and was removed by evaporation to remove residual TFA, which yielded 1.23 g of the title compound as a light brown solid.

¹ H NMR (Acetone-d₆, 200 MHz.) δ: 7.36(d,1H), 6.49(d,1H), 6.3(bs,2H) 3.68(s,3H).

EXAMPLE 11

N-(1,1-Dimethylethyl)-2-formyl-1-methyl-1H-pyrrole-3-sulfonamide

To a solution of 12.96 g (60 mmol) of N-(1,1-dimethylethyl)-1-methyl-1H-pyrrole-3-sulfonamide in 300 mL THF under a nitrogen atmosphere cooled to -78° C. was added dropwise, at such a rate as to keep the temperature below -65° C., 52.35 ml, (123 mmol) 2.35M n-butyllithium in hexanes. The reaction was stirred at -78° C. for ca. 30 minutes. To the reaction mixture was added 4.64 ml, (60 mmol) of N,N-dimethylformamide dropwise. The reaction mixture was allowed to warm to room temperature and stir for ca. 2 hours. The reaction mixture was cooled to 0° C. and acidified with 1N HCl. The THF phase was separated, washed with brine, dried (MgSO₄) and concentrated in vacuo. The crude residue was chromatographed on silica (25% ethyl acetate/80% hexanes) affording 5.72 g of the title compound as a white solid, m.p. 101.5°-103° C.

¹ H NMR (CDCl₃, 200 MHz.) δ: 10.25(s,1H), 6.81(d,1H), 6.6(d,1H), 4.93(bs,1H), 3.98(s,3H), 1.27(s.9H).

EXAMPLE 12

N-(1,1-Dimethylethyl)-2-[(methoxyimino)-methyl]-1H-pyrrole-3-sulfonamide

To a suspension of 3.91 g (46.8 mmol) of methoxyamine hydrochloride in 60 mL of methanol was added 3.84 g (46.8 mmol) of sodium acetate. After stirring the white suspension for ca. 15 minutes 5.72 g (23 mmol) of N-(1,1-dimethylethyl)-2-formyl-1-methyl-1H-pyrrole-3-sulfonamide was added in one portion. The white suspension was heated at a gentle reflux overnight ca. 16 hours. The reaction mixture was cooled to room temperature and poured into 500 mL of water. The aqueous mixture was extracted with four 100 mL, portions of methylene chloride. The combined extracts were washed with water, dried (MgSO₄) and concentrated in vacuo yielding 5.74 g of the title compound as a white solid, m.p. 99°-101° C.

¹ H NMR (CDCl₃, 200 MHz.) δ: 8.51(s,1H), 6.66(d,1H), 6.54(d,1H), 4.82(bs,1H), 3.97(s,3H), 3.82(s,3H), 1.24(s,9H).

EXAMPLE 13

2-[(Methoxyimino)methyl]-1-methyl-1H-pyrrole-3-sulfonamide

To a solution of 5.74 g (21.9 mmol) of N-(1,1-dimethylethyl)-2-[(methoxyimino)-methyl]-1H-pyrrole-3-sulfonamide in 75 mL methylene chloride under a nitrogen atmosphere was add 75 mL, of TFA. The clear orange reaction mixture was allowed to stir at room temperature overnight ca. 16 hours. The orange reaction mixture was concentrated in vacuo. Three portions of diethyl ether were added to the residue and removed by evaporation to remove residual TFA, affording 3.49 g of the title compound as a gray solid, m.p. 120°-122° C.

¹ H NMR (CDCl₃, 200 MHz.) δ: 8.43(s,1H), 6.66(d,1H), 6.54(d,1H), 6.1-6.7(bs,2H), 3.96(s,3H), 3.79(s,3H).

EXAMPLE 14

N³ -(1,1-Dimethylethyl)-N²,N²,1-trimethyl -1H-pyrrole-2,3-disulfonamide

A solution of 6.48 g (30 mmol) of N-(1,1-dimethylethyl)-1-methyl-1H-pyrrole-3-sulfonamide in 150 mL of anhydrous tetrahydrofuran (THF) under nitrogen atmosphere was cooled to -78° C. The colorless reaction was treated with 61.5 mmol of 2.38M n-butyllithium in hexanes dropwise at such a rate as to keep the temperature below -65° C. After ca. 1 hour at -78° C., liquified sulfur dioxide was added (180 mmol). The amber solution was warmed to room temperature and stirred for ca. 1 hour. The THF was removed under reduced pressure. The residue was dissolved in 150 mL glacial acetic acid, cooled to 20° C. and then treated with 31 mmol of N-chlorosuccinimide. After ca. 1 hour at room temperature the acetic acid was evaporated at reduced pressure and the residue was dissolved in ethyl acetate. This solution was washed successively with water, NaHCO₃ solution, brine, dried (MgSO₄) and evaporated in vacuo. The residue was dissolved in methylene chloride (150 mL), cooled to -20° C. and treated with 75 mmol of liquified dimethylomine. The reaction mixture was allowed to warm to room temperature and stir overnight ca. 16 hours. The solution was washed with 1N HCl, dried (MgSO₄) and evaporated. The crude material was dissolved in acetonitrile and treated with activated charcoal, filtered and concentrated. The residue was triturated with hexanes/n-butyl chloride to yield 6.95 g of the title compound as a light brown solid, m.p. 98°-101° C.

¹ H NMR (CDCl₃, 200 MHz.) δ: 6.79(d,1H), 6.69(d,1H), 5.77(bs,1H), 3.89(s,3H), 2.92(s,6H), 1.23(s,9H).

EXAMPLE 15

N²,N² 1-Trimethyl-1H-pyrrole-2,3-disulfonamide

To a solution of 6.95 g (21 mmol) of N³ -(1,1-dimethylethyl)-N²,N² 1-trimethyl-1H-pyrrole-2,3-disulfonamide in 75 mL of methylene chloride under a nitrogen atmosphere was added 75 mL of TFA. The reaction mixture was allowed to stir at room temperature overnight ca. 16 hours. The reaction mixture was concentrated in vacuo. Three portions of diethyl ether were added to the solid residue and removed by evaporation to remove residual TFA. The solids were suspended in diethyl ether and filtered to yield 4.52 g of the title compound as a solid, m.p. 146°-148° C.

¹ H NMR (Acetone-d₆, 200 MHz.) δ: 7.1(d,1H), 6.59(d,1H), 6.28(bs,2H), 3.95(s,3H), 2.93(s,6H).

EXAMPLE 16

N-[[(4-Ethyl-6-methoxy-1,3,5-triazinyl-2-yl)amino]-carbonyl-N,N,1-trimethyl-2,3-disulfonamide

0.27 g (1 mmol) of N²,N²,1-trimethyl-1H-pyrrole-2,3-disulfonamide and 0.28 g (1 mmol) of phenyl (4-ethyl-6-methoxy-2-triazinyl) carbamate were combined in 4 mL of acetonitrile 0.2 mL (1.33 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene was added and the resulting amber reaction mixture was allowed to stand at room temperature overnight ca. 16 hours. The reaction mixture was diluted with 6 ml, of water and ca. 2 mL of shaved ice, and was acidified with conc. HCl. The resulting precipitate was filtered, washed with water followed by diethyl ether, and air dried affording 0.19 g of the title compound as a solid, m.p. 159°160.5° C.

¹ H NMR (Me₂ SO-d₆, 200 MHz.) δ: 12.52(bs,1H), 11.0(s,1H), 7.27(d,1H), 6.75(d,1H), 3.97(s,3H), 3.85(s,3H), 2.80(s,6H), 2.73(q,2H), 1.25(t,3H).

EXAMPLE 17

3-[[(1,1-Dimethylethyl)amino]sulfonyl]-N,N,1-trimethyl-1H-pyrrole-2-carboxamide

To a solution of 6.48 g (30 mmol) of N-(1,1-dimethylethyl)-1-methyl-1H-pyrrole-3-sulfonamide in 150 mL, THF under a nitrogen atmosphere cooled to -78° C. was added dropwise, at such a rate as to keep the temperature below -60° C., 25 mL (61.5 mmol) 2.46M n-butyllithium in hexanes. The reaction mixture was stirred at -78° C. for ca. 30 minutes. To the reaction mixture was added dropwise a solution of 3.1 mL (33 mmol) of N,N-dimethylcarbamyl chloride in 10 mL of THF at such a rate as to maintain the temperature below -65° C. The reaction mixture was allowed to warm to room temperature and stir for ca. 1.5 hours. The reaction mixture was cooled to ca. 5° C. and 60 mL of 50% ammonium chloride solution was added. The reaction mixture was stirred for ca. 15 minutes. The pH was adjusted to ca. 3 with 1N HCl (ca. 30 mL), and the aqueous phase was separated from the THF phase and extracted with ethyl acetate. The combined THF and ethyl acetate extracts were washed with brine, dried (MgSO₄) and concentrated in vacuo to an oil. The oil was chromatographed on silica with (20% ethyl acetate/80% n-butyl chloride) affording 4.33 g of the title compound as a pale yellow solid.

¹ H NMR(CDCl₃, 200 MHz.) δ: 6.61(d,1H), 6.46(d,1H), 4.62(bs,1H), 3.59(s,3H), 3.1(s,3H), 2.95(s,3H), 1.24(s,9H).

EXAMPLE 18

3-(Aminosulfonyl)-N,N,1-trimethyl-1H-pyrrole-2-carboxamide

To a solution of 5.63 g of 3-[[(1,1-dimethylethyl)amino]sulfonyl]-N,N,1-trimethyl-1H-pyrrole-2-carboxamide in 75 ml, of methylene chloride was added 75 mL of TFA. The reaction mixture was allowed to stir at room temperature overnight ca. 16 hours. The reaction mixture was concentrated in vacuo. Three portions of diethyl ether were added to the residue and removed by evaporation to remove residual TFA, affording 4.21 g of the title compound as a gray solid, m.p. 185°-190.5° C.

¹ H NMR(Me₂ SO-d₆, 200 MHz.) δ: 6.99(bs,2H), 6.88(d,1H), 6.34(d,1H), 3.47(s,3H), 2.96(s,3H), 2.81(s,3H).

EXAMPLE 19

N-(1,1-Dimethylethyl)-1-methyl-1H pyrrole-2-sulfonamide

A solution of 10 g (0.12 mol) of N-methyl-pyrrole in 120 ml, of anhydrous THF under nitrogen atmosphere was cooled to below -70° C. then treated with 56 ml, of 2.4M n-butyllithium in hexanes (0.13 mol) dropwise at such a rate as to keep the temperature below -60° C. The resulting brown colored mixture was stirred for 16 h at ambient temperature, then recooled to below -70° C. at which time liquified sulfur dioxide (9.0 mL, 0.21 mol) was added rapidly, causing an exotherm at -20° C. and the formation of a thick golden colored precipitate. After stirring for 1 h at ambient temperature, the THF was removed under reduced pressure. The solids were triturated with ether and collected by filtration with an ether rinse then dried under nitrogen. This intermediate sulfinate salt was added to a well stirred mixture of 350 water and 250 mL dichloromethane chilled to 0° C. N-Chlorosuccinimide was then added in portions so as to keep the temperature below 3° C. The mixture was stirred vigorously for 30 min at ambient temperature, after which time, the layers were separated and the organic layer was washed successively with 10% aq NaHSO₃, twice with aq NaHCO₃, dried (MgSO₄) and filtered. This dichloromethane solution was then cooled to 0° C. and stirred while 32 ml, (0.30 mol) of t-butylamine was added over 2 min. After stirring for 1 h at ambient temperature, solids had precipitated from the brown solution which was then left stirring for 3 days. The mixture was diluted with more dichloromethane then washed three times with 1N HCl, once with saturated aq NaCl, dried (MgSO₄) and evaporated. The resulting solid residue was triturated and collected with a mixture of hexanes and n-chlorobutane to afford 7.4 g of the title compound as tan crystals, m.p. 125°-126° C.

¹ H NMR (CDCl₃, 200 MHz.) δ: 6.82(m, 1H), 6.78(m, 1H), 6.10(m, 1H), 4.53(bs,1H), 3.83(s,3H), 1.23(s,9H).

EXAMPLE 20

Methyl 2-[[(1,1-Dimethylethyl)amino]sulfonyl]-1-methyl-1H-pyrrole-3-carboxylate

To a solution of 2.5 g (11.5 mmol) of N-(1,1-dimethylethyl)-1-methyl- 1H-pyrrole-2-sulfonamide in 50 mL THF under nitrogen atmosphere cooled to below -70° C. was added dropwise 13 ml, (32.5 mmol) of 2.5M n-butyllithium at such a rate as to keep the temperature below -58° C. After stirring at -20° C. to -10° C. for 30 min then 1 h at 0° C., the mixture was recooled to -70° C. and treated with a solution of 1.63 g (17.3 mmol) of methyl chloroformate in 6 mL THF causing an exotherm to -57° C. The reaction mixture was stirred overnight at ambient temperature then diluted with 200 mL of ethyl acetate. This solution was washed successively with two 60 ml, portions of 1N HCl, brine, then dried (Na₂ SO₄) and evaporated to a dark oil. The crude product was purified by chromatography on silica gel (30% ethyl acetate/70% hexanes) then collected from hexanes to afford 0.45 g of the title compound, m.p. 105°-108° C.

¹ H NMR (CDCl₃, 200 MHz.) δ: 7.00(bs,1H), 6.61(m,2H), 3.94(s,3H), 3.85(s,3H), 1.21(s,9H).

EXAMPLE 21

Methyl 2-(Aminosulfonyl)-1-methyl-1H-pyrrole-3-carboxylate

A solution of 0.45 g (1.64 mmol) of methyl 2-[[(1,1-dimethylethyl)amino]sulfonyl]-1-methyl-1H-pyrrole-3-carboxylate in 20 mL TFA was prepared and stirred at ambient temperature for 3 hours. The TFA was then removed under reduced pressure and chloroform added to the residue and evaporated again to remove residual TFA. The resulting solid was suspended in water, filtered, and dried under vacuum to afford 0.25 g of the title compound, m.p. 119°-121° C., (dec).

¹ H NMR (Me₂ SO-d₆, 200 MHz.) δ: 7.40(bs,2H), 7.02(d,1H), 6.48(d,1H), 3.84(s,3H), 3.76(s,3H).

EXAMPLE 22

Methyl 2-[[[[(4,6-Dimethoxy-2-pyrmidinyl)amino]-carbonyl]amino]sulfonyl-1-methyl-1H-pyrrole-3-carboxylate

Methyl 2-(aminosulfonyl)-1-methyl-1H-pyrrole-3-carboxylate (0.10 g, 0.46 mmol) and 0.13 g (0.50 mmol) of phenyl (4,6-dimethoxy-2pyrimidinyl)carbamate were combined in 2 mL of acetonitrile and 0.075 mL of DBU was added and the resulting amber solution was stirred at ambient temperature for 30 min. The reaction mixture was diluted with 15 mL of water and acidified with 0.5 mL, 1N HCl and the resulting precipitate was collected by filtration and rinsed successively with water and ether, then dried to afford 0.15 g of the title compound as a white solid, m.p. 192°-193° C. (dec).

¹ H NMR (Me₂ SO-d₆, 200 MHz.) δ: 12.7(NH), 10.7(NH), 7.22(d,1H), 6.60(d,1H), 6.02(s,1H), 3.98(s,3H), 3.96(s,6H), 3.68 (s,3H).

EXAMPLE 23

Methyl 2-[[[[(4-Methoxy-6-methyl-1,3,5-triazin -2-yl)amino]carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-3-carboxylate

Methyl 2-(aminosulfonyl)-1-methyl-1H-pyrrole-3-carboxylate (0.10 g, 0.46 mmol) and 0.13 g (0.50 mmol) of phenyl (4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamate were combined in 2 mL of acetonitrile and 0.075 mL of DBU was added and the resulting amber solution was stirred at ambient temperature for 30 min. The reaction mixture was diluted with 15 mL of water and acidified with 0.5 mL 1N HCl and the resulting precipitate was collected by filtration and rinsed successively with water and ether, then dried to afford 0.13 g of the title compound as a white solid, m.p. 189°-190° C. (dec).

¹ H NMR (Me₂ SO-d₆, 200 MHz.) δ: 12.5(NH), 11.1(NH), 7.22(d,1H), 6.60(d,1H), 4.01(s,3H), 3.98(s,3H), 3.71(s,3H), 2.49(s,3H).

By applying the procedures of Examples 1 through 23 and Equations 1 through 24, one skilled in the art can prepare the compounds in Tables 1 through 5. In the following tables, abbreviations for various alkyl chains and rings have been used with the following corresponding definitions.

    ______________________________________                                         Et      =       ethyl      =      CH.sub.2 CH.sub.3,                           iPr     =       isopropyl  =      CH(CH.sub.3).sub.2,                          nPr     =       n-propyl   =      CH.sub.2 CH.sub.2 CH.sub.3,                  cPr     =       cyclopropyl                                                                               =      CH(CH.sub.2).sub.2,                          cBu     =       cyclobutyl =      CH(CH.sub.2).sub.3,                          cC.sub.5 H.sub.9                                                                       =       cyclopentyl                                                                               =      CH(CH.sub.2).sub.4.                          t-Bu    =       tert-butyl =      C(CH.sub.3).sub.3                            n-Bu    =       n-butyl    =      (CH.sub.2).sub.3 CH.sub.3                    cC.sub.6 H.sub.11                                                                      =       cyclohexyl =      CH(CH.sub.2).sub.5                           ______________________________________                                    

                                      TABLE 1                                      __________________________________________________________________________      ##STR49##                                                                     R = H, R.sup.1 = CH.sub.3, R.sup.2 = CO.sub.2 CH.sub.3, R.sup.4 = H,           R.sup.71 = H                                                                   X     Y       Z   X     Y         Z                                            __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3                                                                               CH  NHCH.sub.3                                                                           OCH.sub.3 N                                            CH.sub.3                                                                             OCH.sub.3                                                                              CH  N(CH.sub.3).sub.2                                                                    OCH.sub.3 N                                            OCH.sub.3                                                                            OCH.sub.3                                                                              CH  C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                         N                                            Cl    OCH.sub.3                                                                              CH  NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                         N                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                       CH  N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                         N                                            C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                              CH  NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                       N                                            H     OCH.sub.3                                                                              CH  N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                       N                                            H     OC.sub.2 H.sub.5                                                                       CH  CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         N                                            OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                     CH  CF.sub.3                                                                             OCH.sub.3 N                                            CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                    CH  OCF.sub.2 H                                                                          OCH.sub.3 N                                            OCHF.sub.3                                                                           OCH.sub.3                                                                              CH  CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                     N                                            OCH.sub.3                                                                            SCH.sub.3                                                                              CH                                                               CH.sub.3                                                                             OCH.sub.3                                                                              N                                                                OCH.sub.3                                                                            OCH.sub.3                                                                              N                                                                __________________________________________________________________________     Z = CH                                                                         X        Y         X       Y                                                   __________________________________________________________________________     (CH.sub.2).sub.3 CH.sub.3                                                               OCH.sub.3 OCH.sub.3                                                                              CH.sub.2 SO.sub.2 CH.sub.3                          iPr      OCH.sub.3 OCH.sub.3                                                                              cBu                                                 (CH.sub.2).sub.4 Cl                                                                     OCH.sub.3 CH.sub.3                                                                               O(CH.sub.2).sub.2 CHCH.sub.2                        SEt      SEt       SCH.sub.2 CF.sub.3                                                                     OCH.sub.3                                           S(CH.sub.2).sub.3 CH.sub.3                                                              OCH.sub.3 SCHF.sub.2                                                                             CH.sub.3                                            OCH.sub.2 OEt                                                                           CH.sub.3  CF.sub.3                                                                               CF.sub.3                                            O(CH.sub.2).sub.2 OiPr                                                                  OCH.sub.3 CH.sub.2 Cl                                                                            OCH.sub.3                                           O(CH.sub.2).sub.2 OCH.sub.3                                                             OC.sub.2 H.sub.5                                                                         CH.sub.2 Br                                                                            OCH.sub.3                                           CH.sub.2 CH.sub.2 OCH.sub.3                                                             Et        CH.sub.2 F                                                                             OEt                                                 H        H         I       OCH.sub.3                                           Cl       N(CH.sub.3).sub.2                                                                        OCH.sub.2 CHF.sub.2                                                                    CH.sub.3                                            Br       NHCH.sub.3                                                                               NHiPr   CH.sub.3                                            OCH.sub.3                                                                               CN        N(iPr).sub.2                                                                           CH.sub.3                                            CH.sub.3 CH.sub.2 CCH                                                                             OCH.sub.2 CF.sub.3                                                                     OCH.sub.2 CF.sub.3                                  CH       OCH.sub.2 CCH                                                                            NEt.sub.2                                                                              NEt.sub.2                                           OCH.sub.3                                                                               OCH.sub.2 CHCH.sub.2                                                                     OCH.sub.3                                                                              N.sub.3                                             NEt.sub.2                                                                               OCH.sub.3 CH.sub.3                                                                               cPr                                                 OCH.sub.2 iPr                                                                           OCH.sub.3 CH.sub.3                                                                               CH.sub.2 SEt                                        NH.sub.2 CH.sub.3  OCH.sub.3                                                                              cC.sub.5 H.sub.9                                    N(CH.sub.3)Et                                                                           OCH.sub.3 O(CH.sub.2).sub.3 Cl                                                                   O(CH.sub.2).sub.3 Cl                                Cl       OC.sub.2 H.sub.5                                                      Br       OCH.sub.3                                                             OCF.sub.2 H                                                                             OCF.sub.2 H                                                           OCH.sub.2 CF.sub.3                                                                      OCF.sub.2 H                                                           OCH.sub.2 CF.sub.3                                                                      CH.sub.3                                                              OCH.sub.2 CH.sub.2 CH.sub.2 F                                                           OCH.sub.3                                                             OiPr     OCH.sub.3                                                             CH.sub.3 N(OCH.sub.3)CH.sub.3                                                  O(CH.sub.2).sub.3 CH.sub.3                                                              O(CH.sub.2).sub.3 CH.sub.3                                            iPr      iPr                                                                   OCH.sub.3                                                                               cPr                                                                   __________________________________________________________________________     Z = N                                                                          X    Y                                                                         __________________________________________________________________________     N(CH.sub.3).sub.2                                                                   N(CH.sub.3).sub.2                                                         OEt  NHnBu                                                                     OCH.sub.3                                                                           NHiPr                                                                     OCH.sub.2 F                                                                         NHtBu                                                                     OCH.sub.3                                                                           OCF.sub.2 Br                                                              NEt.sub.2                                                                           NEt.sub.2                                                                 OCH.sub.3                                                                           NEt.sub.2                                                                 OEt  NHCH.sub.2 CF.sub.3                                                       OCH.sub.3                                                                           N(CH.sub.2 CF.sub.3).sub.2                                                OCH.sub.3                                                                           StBu                                                                      OCH.sub.3                                                                           CN                                                                        OCH.sub.3                                                                           N.sub.3                                                                   OEt  cPr                                                                       OCH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                      CH.sub.3                                                                            CH.sub.3                                                                  __________________________________________________________________________      ##STR50##                                                                     X   R.sup.22                                                                             Z                                                                    __________________________________________________________________________     CH.sub.3                                                                           CH.sub.3                                                                             CH                                                                   OCH.sub.3                                                                          CH.sub.3                                                                             CH                                                                   CH.sub.3                                                                           H     CH                                                                   OCH.sub.3                                                                          H     CH                                                                   CH.sub.3                                                                           (CH.sub.2).sub.2 CH.sub.3                                                            CH                                                                   CH.sub.3                                                                           CH.sub.3                                                                             N                                                                    OCH.sub.3                                                                          CH.sub.3                                                                             N                                                                    CH.sub.3                                                                           H     N                                                                    OEt H     CH                                                                   OCH.sub.3                                                                          Et    N                                                                    __________________________________________________________________________      ##STR51##                                                                     X   R.sup.22                                                                          Q.sup.3 R.sup.23                                                                   Q.sup.4 R.sup.24                                                                   Z                                                               __________________________________________________________________________     OCH.sub.3                                                                          CH3                                                                               OCH.sub.3                                                                          OCH.sub.3                                                                          CH                                                              CH.sub.3                                                                           CH.sub.3                                                                          OCH.sub.3                                                                          OCH.sub.3                                                                          CH                                                              OCH.sub.3                                                                          Et OCH.sub.3                                                                          OCH3                                                                               N                                                               OCH.sub.3                                                                          CH.sub.3                                                                          SEt SEt CH                                                              CH.sub.3                                                                           CH.sub.3                                                                          S-nPr                                                                              SCH.sub.3                                                                          CH                                                              OCH.sub.3                                                                          nPr                                                                               OCH.sub.3                                                                          OiPr                                                                               CH                                                              __________________________________________________________________________      ##STR52##                                                                     X   R.sup.22                                                                          Q.sup.3                                                                          Q.sup.4                                                                          p Z                                                                 __________________________________________________________________________     OCH.sub.3                                                                          CH.sub.3                                                                          S S 2 CH                                                                CH.sub.3                                                                           CH.sub.3                                                                          O O 2 CH                                                                CH.sub.3                                                                           CH.sub.3                                                                          O O 3 CH                                                                OCH.sub.3                                                                          CH.sub.3                                                                          S O 2 N                                                                 OEt CH.sub.3                                                                          O O 2 CH                                                                OCH.sub.3                                                                          Et S O 3 N                                                                 __________________________________________________________________________     Z = CH                                                                          ##STR53##                                                                     X   R.sup.22                                                                          Q.sup.3                                                                          Q.sup.4                                                               __________________________________________________________________________     OCH.sub.3                                                                          CH.sub.3                                                                          O O                                                                     CH.sub.3                                                                           Et O O                                                                     OCH.sub.3                                                                          nPr                                                                               O O                                                                     CH.sub.3                                                                           CH.sub.3                                                                          S S                                                                     OCH.sub.3                                                                          Et O O                                                                     OCH.sub.3                                                                          CH.sub.3                                                                          S O                                                                     __________________________________________________________________________     R.sup.2 = CO.sub.2 CH.sub.3, R.sup.71 = H,                                                       R = H, R.sup.1 = CH.sub.3, R.sup.71 = H,                     R = R.sup.4 = H, R.sup.1 = CH.sub.2 OCH.sub.3                                                    R.sup.2 = CO.sub.2 C.sub.2 H.sub.5, R.sup.4 = H              X     Y        Z  X     Y         Z                                            __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3 CH CH.sub.3                                                                             CH.sub.3  CH                                           CH.sub.3                                                                             OCH.sub.3                                                                               CH CH.sub.3                                                                             OCH.sub.3 CH                                           OCH.sub.3                                                                            OCH.sub.3                                                                               CH OCH.sub.3                                                                            OCH.sub.3 CH                                           Cl    OCH.sub.3                                                                               CH Cl    OCH.sub.3 CH                                           CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        CH CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         CH                                           C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                               CH C.sub.2 H.sub.5                                                                      OCH.sub.3 CH                                           H     OCH.sub.3                                                                               CH H     OCH.sub.3 CH                                           H     OC.sub.2 H.sub.5                                                                        CH H     OC.sub.2 H.sub.5                                                                         CH                                           OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                       CH                                           CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                     CH CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                      CH                                           OCHF.sub.2                                                                           OCH.sub.3                                                                               CH OCHF.sub.2                                                                           OCH.sub.3 CH                                           OCH.sub.3                                                                            SCH.sub.3                                                                               CH OCH.sub.3                                                                            SCH.sub.3 CH                                           CH.sub.3                                                                             OCH.sub.3                                                                               N  CH.sub.3                                                                             OCH.sub.3 N                                            OCH.sub.3                                                                            OCH.sub.3                                                                               N  OCH.sub.3                                                                            OCH.sub.3 N                                            NHCH.sub.3                                                                           OCH.sub.3                                                                               N  NHCH.sub.3                                                                           OCH.sub.3 N                                            N(CH.sub.3).sub.2                                                                    OCH.sub.3                                                                               N  N(CH.sub.3).sub.2                                                                    OCH.sub.3 N                                            C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                        N  C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                         N                                            NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                        N  NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                         N                                            N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                        N  N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                         N                                            NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                      N  NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                       N                                            N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                      N  N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                       N                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        N  CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         N                                            CF.sub.3                                                                             OCH.sub.3                                                                               N  CF.sub.3                                                                             OCH.sub.3 N                                            OCF.sub.2 H                                                                          OCH.sub.3                                                                               N  OCF.sub.2 H                                                                          OCH.sub.3 N                                            CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                    N  CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                     N                                            __________________________________________________________________________     R = R.sup.4 = H, R.sup.71 = H,                                                                   R = H, R.sup.4 = H, R.sup.1 = CH.sub.3,                      R.sup.2 = SO.sub.2 CH.sub.3, R.sup.1 = CH.sub.3                                                  R.sup.71 = H, R.sup.2 = SO.sub.2 N(CH.sub.3).sub.2           X     Y        Z  X     Y         Z                                            __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3 CH CH.sub.3                                                                             CH.sub.3  CH                                           CH.sub.3                                                                             OCH.sub.3                                                                               CH CH.sub.3                                                                             OCH.sub.3 CH                                           OCH.sub.3                                                                            OCH.sub.3                                                                               CH OCH.sub.3                                                                            OCH.sub.3 CH                                           Cl    OCH.sub.3                                                                               CH Cl    OCH.sub.3 CH                                           CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        CH CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         CH                                           C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                               CH C.sub.2 H.sub.5                                                                      OCH.sub.3 CH                                           H     OCH.sub.3                                                                               CH H     OCH.sub.3 CH                                           H     OC.sub.2 H.sub.5                                                                        CH H     OC.sub.2 H.sub.5                                                                         CH                                           OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                       CH                                           CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                     CH CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                      CH                                           OCHF.sub.2                                                                           OCH.sub.3                                                                               CH OCHF.sub.3                                                                           OCH.sub.3 CH                                           OCH.sub.3                                                                            SCH.sub.3                                                                               CH OCH.sub.3                                                                            SCH.sub.3 CH                                           CH.sub.3                                                                             OCH.sub.3                                                                               N  CH.sub.3                                                                             OCH.sub.3 N                                            OCH.sub.3                                                                            OCH.sub.3                                                                               N  OCH.sub.3                                                                            OCH.sub.3 N                                            NHCH.sub.3                                                                           OCH.sub.3                                                                               N  NHCH.sub.3                                                                           OCH.sub.3 N                                            N(CH.sub.3).sub.2                                                                    OCH.sub.3                                                                               N  N(CH.sub.3).sub.2                                                                    OCH.sub.3 N                                            C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                        N  C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                         N                                            NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                        N  NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                         N                                            N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                        N  N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                         N                                            NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                      N  NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                       N                                            N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                      N  N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                       N                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        N  CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         N                                            CF.sub.3                                                                             OCH.sub.3                                                                               N  CF.sub.3                                                                             OCH.sub.3 N                                            OCF.sub.2 H                                                                          OCH.sub.3                                                                               N  OCF.sub.2 H                                                                          OCH.sub.3 N                                            CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                    N  CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                     N                                            __________________________________________________________________________     R.sup.1 = C.sub.2 H.sub.5, R.sup.71 = H,                                                         R.sup.1 = CH.sub.3, R.sup.4 = H, R.sup.71 = H,               R.sup.2 = CO.sub.2 CH.sub.3, R.sup.4 = Br                                                        R.sup.2 = 2-pyridyl                                          R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = C.sub.2 H.sub.5, R.sup.71 = H,                                                         R.sup.1 = CH.sub.3, R.sup.4 = H,                             R.sup.2 = 2-thienyl, R.sup.4 = H                                                                 R.sup.71 = H, R.sup.2 = S(O)C.sub.2 H.sub.5                  R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________     R = H, R.sup.1 = CH.sub.3, R.sup.4 = H,                                                          R = H, R.sup.1 = CH.sub.3, R.sup.4 = H,                      R.sup.71 = H, R.sup.2 = C(O)CH.sub.3                                                             R.sup.71 = H, R.sup.2 =C(H)NOCH.sub.3                        X     Y        Z  X     Y         Z                                            __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3 CH CH.sub.3                                                                             CH.sub.3  CH                                           CH.sub.3                                                                             OCH.sub.3                                                                               CH CH.sub.3                                                                             OCH.sub.3 CH                                           OCH.sub.3                                                                            OCH.sub.3                                                                               CH OCH.sub.3                                                                            OCH.sub.3 CH                                           Cl    OCH.sub.3                                                                               CH Cl    OCH.sub.3 CH                                           CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        CH CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         CH                                           C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                               CH C.sub.2 H.sub.5                                                                      OCH.sub.3 CH                                           H     OCH.sub.3                                                                               CH H     OCH.sub.3 CH                                           H     OC.sub.2 H.sub.5                                                                        CH H     OC.sub.2 H.sub.5                                                                         CH                                           OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                       CH                                           CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                     CH CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                      CH                                           OCHF.sub.2                                                                           OCH.sub.3                                                                               CH OCHF.sub.2                                                                           OCH.sub.3 CH                                           OCH.sub.3                                                                            SCH.sub.3                                                                               CH OCH.sub.3                                                                            SCH.sub.3 CH                                           CH.sub.3                                                                             OCH.sub.3                                                                               N  CH.sub.3                                                                             OCH.sub.3 N                                            OCH.sub.3                                                                            OCH.sub.3                                                                               N  OCH.sub.3                                                                            OCH.sub.3 N                                            NHCH.sub.3                                                                           OCH.sub.3                                                                               N  NHCH.sub.3                                                                           OCH.sub.3 N                                            N(CH.sub.3).sub.2                                                                    OCH.sub.3                                                                               N  N(CH.sub.3).sub.2                                                                    OCH.sub.3 N                                            C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                        N  C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                         N                                            NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                        N  NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                         N                                            N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                        N  N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                         N                                            NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                      N  NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                       N                                            N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                      N  N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                       N                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        N  CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         N                                            CF.sub.3                                                                             OCH.sub.3                                                                               N  CF.sub.3                                                                             OCH.sub.3 N                                            OCF.sub.2 H                                                                          OCH.sub.3                                                                               N  OCF.sub.2 H                                                                          OCH.sub.3 N                                            CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                    N  CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                     N                                            __________________________________________________________________________     R.sup.4 = H, R.sup.71 = H, R.sup.1 = C.sub.2 H.sub.5,                                            R.sup.1 = CH.sub.3, R.sup.4 = H, R.sup.71 = H,               R.sup.2 = NO.sub.2                                                                               R.sup.2 = CH.sub.2 OCH.sub.3                                 R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = CH.sub.3, R.sup.71 = H,                                                                R.sup.1 = CH.sub.3, R.sup.4 = H, R.sup.71 = H,               R.sup.2 = CH.sub.2 OC(O)CH.sub.3, R.sup.4 = H                                                    R.sup.2 = CH.sub.2 SCH.sub.3                                 R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = CH.sub.3, R.sup.71 = H,                                                                R.sup.1 = C.sub.2 H.sub.5, R.sup.4 = H, R.sup.71 = H,        R.sup.2 = CH.sub.2 SO.sub.2 CH.sub.3, R.sup.4 = H                                                R.sup.2 = CH.sub.2 OH                                        R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = CH.sub.3, R.sup.71 = H, R.sup.2 = CHF.sub.2,                                           R.sup.1 = CH.sub.3, R.sup.4 = H,                             R.sup.4 = H       R.sup.71 = H, R.sup.2 = CN                                   R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________      ##STR54##           R.sup.71 = H, R.sup.2 = CHOR = H, R.sub.4 = H,                              R.sup.1 = CH.sub.3,                                          X     Y        Z  X     Y         Z                                            __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3 CH CH.sub.3                                                                             CH.sub.3  CH                                           CH.sub.3                                                                             OCH.sub.3                                                                               CH CH.sub.3                                                                             OCH.sub.3 CH                                           OCH.sub.3                                                                            OCH.sub.3                                                                               CH OCH.sub.3                                                                            OCH.sub.3 CH                                           Cl    OCH.sub.3                                                                               CH Cl    OCH.sub.3 CH                                           CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        CH CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         CH                                           C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                               CH C.sub.2 H.sub.5                                                                      OCH.sub.3 CH                                           H     OCH.sub.3                                                                               CH H     OCH.sub.3 CH                                           H     OC.sub.2 H.sub.5                                                                        CH H     OC.sub.2 H.sub.5                                                                         CH                                           OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                       CH                                           CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                     CH CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                      CH                                           OCHF.sub.2                                                                           OCH.sub.3                                                                               CH OCHF.sub.2                                                                           OCH.sub.3 CH                                           OCH.sub.3                                                                            SCH.sub.3                                                                               CH OCH.sub.3                                                                            SCH.sub.3 CH                                           CH.sub.3                                                                             OCH.sub.3                                                                               N  CH.sub.3                                                                             OCH.sub.3 N                                            OCH.sub.3                                                                            OCH.sub.3                                                                               N  OCH.sub.3                                                                            OCH.sub.3 N                                            NHCH.sub.3                                                                           OCH.sub.3                                                                               N  NHCH.sub.3                                                                           OCH.sub.3 N                                            N(CH.sub.3).sub.2                                                                    OCH.sub.3                                                                               N  N(CH.sub.3).sub.2                                                                    OCH.sub.3 N                                            C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                        N  C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                         N                                            NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                        N  NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                         N                                            N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                        N  N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                         N                                            NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                      N  NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                       N                                            N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                      N  N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                       N                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        N  CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         N                                            CF.sub.3                                                                             OCH.sub.3                                                                               N  CF.sub.3                                                                             OCH.sub.3 N                                            OCF.sub.2 H                                                                          OCH.sub.3                                                                               N  OCF.sub.2 H                                                                          OCH.sub.3 N                                            CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                    N  CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                     N                                            __________________________________________________________________________     R = H, R.sup.4 = H, R.sup.71 = H,                                                                R = H, R.sup.4 = H, R.sup.1 = CH.sub.3,                      R.sup.1 = CH.sub.3, R.sup.2 = SCH.sub.3                                                          R.sup.71 = H, R.sup.2 = C(O)N(CH.sub.3).sub.2                X     Y        Z  X     Y         Z                                            __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3 CH CH.sub.3                                                                             CH.sub.3  CH                                           CH.sub.3                                                                             OCH.sub.3                                                                               CH CH.sub.3                                                                             OCH.sub.3 CH                                           OCH.sub.3                                                                            OCH.sub.3                                                                               CH OCH.sub.3                                                                            OCH.sub.3 CH                                           Cl    OCH.sub.3                                                                               CH Cl    OCH.sub.3 CH                                           CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        CH CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         CH                                           C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                               CH C.sub.2 H.sub.5                                                                      OCH.sub.3 CH                                           H     OCH.sub.3                                                                               CH H     OCH.sub.3 CH                                           H     OC.sub.2 H.sub.5                                                                        CH H     OC.sub.2 H.sub.5                                                                         CH                                           OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                       CH                                           CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                     CH CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                      CH                                           OCHF.sub.2                                                                           OCH.sub.3                                                                               CH OCHF.sub.2                                                                           OCH.sub.3 CH                                           OCH.sub.3                                                                            SCH.sub.3                                                                               CH OCH.sub.3                                                                            SCH.sub.3 CH                                           CH.sub.3                                                                             OCH.sub.3                                                                               N  CH.sub.3                                                                             OCH.sub.3 N                                            OCH.sub.3                                                                            OCH.sub.3                                                                               N  OCH.sub.3                                                                            OCH.sub.3 N                                            NHCH.sub.3                                                                           OCH.sub.3                                                                               N  NHCH.sub.3                                                                           OCH.sub.3 N                                            N(CH.sub.3).sub.2                                                                    OCH.sub.3                                                                               N  N(CH.sub.3).sub.2                                                                    OCH.sub.3 N                                            C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                        N  C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                         N                                            NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                        N  NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                         N                                            N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                        N  N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                         N                                            NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                      N  NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                       N                                            N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                      N  N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                       N                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        N  CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         N                                            CF.sub.3                                                                             OCH.sub.3                                                                               N  CF.sub.3                                                                             OCH.sub.3 N                                            OCF.sub.2 H                                                                          OCH.sub.3                                                                               N  OCF.sub.2 H                                                                          OCH.sub.3 N                                            CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                    N  CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                     N                                            __________________________________________________________________________     R.sup.1 = CH.sub.3, R.sup.71 = H,                                                                R.sup.1 = CH.sub.2 N(CH.sub.3).sub.2, R.sup.4 = H,           R.sup.2 = CH.sub.2 CH.sub.2 OCH.sub.3, R.sup.4 = H                                               R.sup.71 = H, R.sup.2 = CO.sub.2 CH.sub.3                    R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________      ##STR55##                                                                     R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = H, R.sup.71 = H,                                                                       R.sup.1 = H, R.sup.4 = H, R.sup.71 = H,                      R.sup.2 = CO.sub.2 CH.sub.3, R.sup.4 = H                                                         R.sup.2 = SO.sub.2 N(CH.sub.3).sub.2                         R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = R.sup.4 = H, R.sup.71 = H,                                                             R.sup.1 = R.sup.4 = H, R.sup.71 = H,                         R.sup.2 = CHO     R.sup.2 = CO.sub.2 Et                                        R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________     X = Y = OCH.sub.3, Z = CH, R = H, R.sup.71 = H                                 R.sup.1      R.sup.2     R.sup.4                                               __________________________________________________________________________     CH.sub.2 SCH.sub.3                                                                          CO.sub.2 CH.sub.3                                                                          Br                                                    CH.sub.2 CH.sub.2 OCH.sub.3                                                                 CO.sub.2 CH.sub.3                                                                          H                                                     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                         CO.sub.2 CH.sub.3                                                                          H                                                     c-C.sub.5 H.sub.9                                                                           SO.sub.2 N(CH.sub.3).sub.2                                                                 F                                                     CH.sub.2 CF.sub.3                                                                           SO.sub.2 N(CH.sub.3).sub.2                                                                 H                                                     CH.sub.2 CH.sub.2 CH.sub.2 Cl                                                               SO.sub.2 N(CH.sub.3).sub.2                                                                 H                                                     CH.sub.2 CHCH.sub.2                                                                         SCH.sub.3   Cl                                                    CO.sub.2 -t-Bu                                                                              SCH.sub.3   Br                                                    N(CH.sub.3).sub.2                                                                           SCH.sub.3   H                                                     C(O)N(CH.sub.3).sub.2                                                                       SO.sub.2 CH.sub.3                                                                          H                                                      ##STR56##   SO.sub.2 CH.sub.3                                                                          Br                                                    C(O)-n-Pr    SO.sub.2 CH.sub.3                                                                          H                                                     CO.sub.2 CH.sub.3                                                                           CH.sub.3    F                                                     CH.sub.3     CO.sub.2 CH.sub.3                                                                          CO.sub.2 CH.sub.3                                     CH.sub.3     CH.sub.2 SO.sub.2 N(CH.sub.3).sub.2                                                        CO.sub.2 CH.sub.3                                     CH.sub.3     n-Bu        Br                                                    CH.sub.2 SCH.sub.3                                                                          CH.sub.2 CO.sub.2 CH.sub.3                                                                 CH.sub.3                                              CH.sub.3     CH.sub.2 CH.sub.2 CO.sub.2 CH.sub.3                                                        H                                                     CH.sub.3     CH.sub.2 CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.3                                              H                                                     CH.sub.3     CH.sub.2 CH.sub.2 SCH.sub.2 CH.sub.3                                                       H                                                     CH.sub.2 CH.sub.2 F                                                                         CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3                                                        H                                                     CH.sub.3     CH.sub.2 OH Et                                                    H            CH.sub.2 Br CO.sub.2 CH.sub.2 CH.sub.3                            H            CH.sub.2 Cl F                                                     Et           CHF.sub.2   Et                                                    CH.sub.3                                                                                     ##STR57##  H                                                     __________________________________________________________________________     X = CH.sub.3, Y = OCH.sub.3, Z = N, R = H, R.sup.1 = CH.sub.3,                 R.sup.4 = H, R.sup.2 = (CH.sub.2).sub.m Q.sup.2, R.sup.71 = H                  m Q.sup.2                                                                           R.sup.45                                                                           R.sup.46                                                                            R.sup.47                                                                           R.sup.48                                                     __________________________________________________________________________     0 Q.sup.2 -1                                                                        H   H    --  --                                                           1 Q.sup.2 -1                                                                        H   H    --  --                                                           0 Q.sup.2 -1                                                                        4-Cl                                                                               H    --  --                                                           0 Q.sup.2 -1                                                                        4-CH.sub.3                                                                         H    --  --                                                           0 Q.sup.2 -1                                                                        4-CH.sub.3                                                                         2-Cl --  --                                                           1 Q.sup.2 -1                                                                        2-Cl                                                                               4-Cl --  --                                                           0 Q.sup.2 -1                                                                        3-Cl                                                                               4-Cl --  --                                                           0 Q.sup.2 -2                                                                        --  --   CH.sub.3                                                                           CH.sub.3                                                     0 Q.sup.2 -2                                                                        --  --   n-Pr                                                                               H                                                            0 Q.sup.2 -2                                                                        --  --   Et  H                                                            0 Q.sup.2 -3                                                                        --  --   H   --                                                           0 Q.sup.2 -3                                                                        --  --   CH.sub.3                                                                           --                                                           0 Q.sup.2 -3                                                                        --  --   Et  --                                                           __________________________________________________________________________     X = OCH.sub.3, Y = OCH.sub.3, Z = N, R = H,                                    R.sup.1 = CH.sub.3, R.sup.4 = H, R.sup.2 = (CH.sub.2).sub.m Q.sup.2,           R.sup.71 = H                                                                   m r Q.sup.2                                                                           R.sup.49                                                                           R.sup.50                                                                           R.sup.51                                                                           R.sup.52                                                                          R.sup.53                                                                           R.sup.54                                                                           R.sup.55                                         __________________________________________________________________________     0 0 Q.sup.2 -4                                                                        H   H   --  -- --  --  --                                               0 1 Q.sup.2 -4                                                                        4-CH.sub.3                                                                         H   --  -- --  --  --                                               0 0 Q.sup.2 -4                                                                        5-CH.sub.3                                                                         H   --  -- --  --  --                                               0 0 Q.sup.2 -4                                                                        4-CH.sub.3                                                                         6-CH.sub.3                                                                         --  -- --  --  --                                               0 1 Q.sup.2 -4                                                                        6-CH.sub.3                                                                         H   --  -- --  --  --                                               0 1 Q.sup.2 -5                                                                        H   H   --  -- --  --  --                                               0 0 Q.sup.2 -5                                                                        6-CH.sub.3                                                                         H   --  -- --  --  --                                               0 0 Q.sup.2 -5                                                                        5-CH.sub.3                                                                         H   --  -- --  --  --                                               0 1 Q.sup.2 -6                                                                        H   H   --  -- --  --  --                                               0 0 Q.sup.2 -6                                                                        2-CH.sub.3                                                                         H   --  -- --  --  --                                               0 --                                                                               Q.sup.2 -7                                                                        --  --  H   H  H   --  --                                               1 --                                                                               Q.sup.2 -7                                                                        --  --  CH.sub.3                                                                           H  OCH.sub.3                                                                          --  --                                               0 --                                                                               Q.sup.2 -7                                                                        --  --  OCH.sub.3                                                                          H  H   --  --                                               0 --                                                                               Q.sup.2 -7                                                                        --  --  H   CH.sub.3                                                                          H   --  --                                               0 --                                                                               Q.sup.2 -8                                                                        --  --  --  -- --  H   H                                                0 --                                                                               Q.sup.2 -9                                                                        --  --  --  -- --  2-CH.sub.3                                                                         H                                                __________________________________________________________________________     X = Y = OCH.sub.3, Z = CH, R = R.sup.4 = H,                                    R.sup.1 = CH.sub.3, R.sup.2 = (CH.sub.2).sub.m Q.sup.2, R.sup.71 = H           m Q.sup.2                                                                            W.sup.3                                                                           R.sup.56                                                                            R.sup.57                                                                           R.sup.58                                                     __________________________________________________________________________     0 Q.sup.2 -10                                                                        O  H    H   H                                                            0 Q.sup.2 -10                                                                        O  H    H   OCH.sub.3                                                    0 Q.sup.2 -10                                                                        O  H    CH.sub.3                                                                           H                                                            0 Q.sup.2 -10                                                                        S  H    H   H                                                            0 Q.sup.2 -10                                                                        S  CH.sub.3                                                                            H   H                                                            1 Q.sup.2 -10                                                                        S  H    H   OEt                                                          0 Q.sup.2 -10                                                                        S  Cl   H   H                                                            0 Q.sup.2 -10                                                                        S  H    H   Et                                                           0 Q.sup.2 -10                                                                        S  H    H   Br                                                           0 Q.sup.2 -11                                                                        O  H    H   H                                                            0 Q.sup.2 -11                                                                        O  H    H   CH.sub.3                                                     0 Q.sup.2 -11                                                                        O  CH.sub.3                                                                            H   H                                                            0 Q.sup.2 -11                                                                        S  H    H   H                                                            0 Q.sup.2 -11                                                                        S  H    CH.sub.3                                                                           H                                                            0 Q.sup.2 -11                                                                        S  H    H   Cl                                                           __________________________________________________________________________     X = CH.sub.3, Y = OCH.sub.3, Z = CH, R = R.sup.4 = H,                          R.sup.1 = CH.sub.3, R.sup.2 = (CH.sub.2).sub.m Q.sup.2, m = O, R.sup.71 =      Q.sup.2                                                                             W.sup.4                                                                            R.sup.59                                                                           R.sup.60                                                                           R.sup.61                                                                           R.sup.62                                                                           R.sup.63                                                                           R.sup.64                                                                           R.sup.65                                      __________________________________________________________________________     Q.sup.2 -12                                                                         --  H   CH.sub.3                                                                           --  --  --  --  --                                            Q.sup.2 -12                                                                         --  CH.sub.3                                                                           CH.sub.3                                                                           --  --  --  --  --                                            Q.sup.2 -13                                                                         --  --  --  H   --  --  --  --                                            Q.sup.2 -13                                                                         --  --  --  CH.sub.3                                                                           --  --  --  --                                            Q.sup.2 -13                                                                         --  --  --  OCH.sub.3                                                                          --  --  --  --                                            Q.sup.2 -14                                                                         --  --  --  H   --  --  --  --                                            Q.sup.2 -14                                                                         --  --  --  OCH.sub.3                                                                          --  --  --  --                                            Q.sup.2 -15                                                                         --  --  --  --  H   --  --  --                                            Q.sup.2 -15                                                                         --  --  --  --  Et  --  --  --                                            Q.sup.2 -16                                                                         --  --  --  --  H   --  --  --                                            Q.sup.2 -16                                                                         --  --  --  --  CH.sub.3                                                                           --  --  --                                            Q.sup.2 -17                                                                         NH  --  --  --  --  H   H   --                                            Q.sup.2 -17                                                                         NCH.sub.3                                                                          --  --  --  H   H   H   --                                            Q.sup.2 -18                                                                         NCH.sub.3                                                                          --  --  --  --  H   H   --                                            Q.sup.2 -19                                                                         NH  --  --  SCH.sub.3                                                                          --  --  H   --                                            Q.sup.2 -19                                                                         NCH.sub.3                                                                          --  --  OCH.sub.3                                                                          --  --  H   --                                            Q.sup.2 -20                                                                         --  --  --  --  --  --  --  H                                             Q.sup.2 -20                                                                         --  --  --  --  --  --  --  CH.sub.3                                      Q.sup.2 -20                                                                         --  --  --  --  --  --  --  OEt                                           Q.sup.2 -21                                                                         --  --  --  --  --  --  --  Et                                            Q.sup.2 -21                                                                         --  --  --  --  --  --  --  H                                             Q.sup.2 -21                                                                         --  --  --  --  --  --  --  OCH.sub.3                                     __________________________________________________________________________     X = Y = OCH.sub.3, Z = CH, R = R.sup.4 = H,                                    R.sup.2 = CO.sub.2 CH.sub.3, R.sup.71 = H                                      Q.sup.1 -1                                                                         R.sup.25 = R.sup.26 = H                                                    Q.sup.1 -1                                                                         R.sup.25 = 4-Cl, R.sup.26 = H                                              Q.sup.1 -2                                                                         q = O, R.sup.27 = R.sup.28 -H                                              Q.sup.1 -3                                                                         q = O, R.sup.27 = 6-CH.sub.3, R.sup.28 = H                                 Q.sup.1 -4                                                                         q = O, R.sup.27 = R.sup.28 = H                                             Q.sup.1 -5                                                                         R.sup.29 = R.sup.30 = R.sup.31 = H                                         Q.sup.1 -6                                                                         R.sup.32 = R.sup.33 = H                                                    Q.sup.1 -8                                                                         W.sup.1 = O, R.sup.34 = R.sup.35 = R.sup.36 = H                            Q.sup.1 -8                                                                         W.sup.1 = S, R.sup.34 = R.sup.35 = R.sup.36 = H                            Q.sup.1 -9                                                                         W.sup.1 = S, R.sup.34 = R.sup.35 = R.sup.36 = H                            Q.sup.1 -10                                                                        R.sup.37 = H, R.sup.38 = CH.sub.3                                          Q.sup.1 -11                                                                        R.sup.39 = SCH.sub.3                                                       Q.sup.1 -15                                                                        W.sup.2 = S, R.sup.63 = R.sup.64 = H                                       Q.sup.1 -21                                                                        R.sup.65 = CH.sub.3                                                        __________________________________________________________________________

                                      TABLE 2                                      __________________________________________________________________________      ##STR58##                                                                     R = H, R.sup.1 = CH.sub.3, R.sup.2 = SO.sub.2 N(CH.sub.3).sub.2, R.sup.4       = H, R.sup.71 = H                                                              X     Y       Z   X     Y         Z                                            __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3                                                                               CH  NHCH.sub.3                                                                           OCH.sub.3 N                                            CH.sub.3                                                                             OCH.sub.3                                                                              CH  N(CH.sub.3).sub.2                                                                    OCH.sub.3 N                                            OCH.sub.3                                                                            OCH.sub.3                                                                              CH  C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                         N                                            Cl    OCH.sub.3                                                                              CH  NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                         N                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                       CH  N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                         N                                            C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                              CH  NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                       N                                            H     OCH.sub.3                                                                              CH  N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                       N                                            H     OC.sub.2 H.sub.5                                                                       CH  CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         N                                            OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                     CH  CF.sub.3                                                                             OCH.sub.3 N                                            CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                    CH  OCF.sub.2 H                                                                          OCH.sub.3 N                                            OCHF.sub.2                                                                           OCH.sub.3                                                                              CH  CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                     N                                            OCH.sub.3                                                                            SCH.sub.3                                                                              CH                                                               CH.sub.3                                                                             OCH.sub.3                                                                              N                                                                OCH.sub.3                                                                            OCH.sub.3                                                                              N                                                                __________________________________________________________________________     Z = CH                                                                         X         Y         X      Y                                                   __________________________________________________________________________     (CH.sub.2).sub.3 CH.sub.3                                                                OCH.sub.3 OCH.sub.3                                                                             CH.sub.2 SO.sub.2 CH.sub.3                          iPr       OCH.sub.3 OCH.sub.3                                                                             cBu                                                 (CH.sub.2).sub.4 Cl                                                                      OCH.sub.3 CH.sub.3                                                                              O(CH.sub.2).sub.2 CHCH.sub.2                        SEt       SEt       SCH.sub.2 CF.sub.3                                                                    OCH.sub.3                                           S(CH.sub.2).sub.3 CH.sub.3                                                               OCH.sub.3 SCHF.sub.2                                                                            CH.sub.3                                            OCH.sub.2 OEt                                                                            CH.sub.3  CF.sub.3                                                                              CF.sub.3                                            O(CH.sub.2).sub.2 OiPr                                                                   OCH.sub.3 CH.sub.2 Cl                                                                           OCH.sub.3                                           O(CH.sub.2).sub.2 OCH.sub.3                                                              OC.sub.2 H.sub.5                                                                         CH.sub.2 Br                                                                           OCH.sub.3                                           CH.sub.2 CH.sub.2 OCH.sub.3                                                              Et        CH.sub.2 F                                                                            OEt                                                 H         H         I      OCH.sub.3                                           Cl        N(CH.sub.3).sub.2                                                                        OCH.sub.2 CHF.sub.2                                                                   CH.sub.3                                            Br        NHCH.sub.3                                                                               NHiPr  CH.sub.3                                            OCH.sub.3 CN        N(iPr).sub.2                                                                          CH.sub.3                                            CH.sub.3  CH.sub.2 CCH                                                                             OCH.sub.2 CF.sub.3                                                                    OCH.sub.2 CF.sub.3                                  CH.sub.3  OCH.sub.2 CCH                                                                            NEt.sub.2                                                                             NEt.sub.2                                           OCH.sub.3 OCH.sub.2 CHCH.sub.2                                                                     OCH.sub.3                                                                             N.sub.3                                             NEt.sub.2 OCH.sub.3 CH.sub.3                                                                              cPr                                                 OCH.sub.2 iPr                                                                            OCH.sub.3 CH.sub.3                                                                              CH.sub.2 SEt                                        NH.sub.2  CH.sub.3  OCH.sub.3                                                                             cC.sub.5 H.sub.9                                    N(CH.sub.3)Et                                                                            OCH.sub.3 O(CH.sub.2).sub.3 Cl                                                                  O(CH.sub.2).sub.3 Cl                                Cl        OC.sub.2 H.sub.5                                                     Br        OCH.sub.3                                                            OCF.sub.2 H                                                                              OCF.sub.2 H                                                          OCH.sub.2 CF.sub.3                                                                       OCF.sub.2 H                                                          OCH.sub.2 CF.sub.3                                                                       CH.sub.3                                                             OCH.sub.2 CH.sub.2 CH.sub.2 F                                                            OCH.sub.3                                                            OiPr      OCH.sub.3                                                            CH.sub.3  N(OCH.sub.3)CH.sub.3                                                 O(CH.sub.2).sub.3 CH.sub.3                                                               O(CH.sub.2).sub.3 CH.sub.3                                           iPr       iPr                                                                  OCH.sub.3 cPr                                                                  __________________________________________________________________________     R.sup.2 = CO.sub.2 CH.sub.3, R.sup.71 = H, R = R.sup.4 = H,                                       R = H, R.sup.1 = CH.sub.3, R.sup.71 = H,                    R.sup.1 = CH.sub.3 R.sup.2 = CO.sub.2 C.sub.2 H.sub.5, R.sup.4 = H             X     Y        Z   X    Y        Z                                             __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3 CH  CH.sub.3                                                                            CH.sub.3 CH                                            CH.sub.3                                                                             OCH.sub.3                                                                               CH  CH.sub.3                                                                            OCH.sub.3                                                                               CH                                            OCH.sub.3                                                                            OCH.sub.3                                                                               CH  OCH.sub.3                                                                           OCH.sub.3                                                                               CH                                            Cl    OCH.sub.3                                                                               CH  Cl   OCH.sub.3                                                                               CH                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        CH  CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                        CH                                            C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                               CH  C.sub.2 H.sub.5                                                                     OCH.sub.3                                                                               CH                                            H     OCH.sub.3                                                                               CH  H    OCH.sub.3                                                                               CH                                            H     OC.sub.2 H.sub.5                                                                        CH  H    OC.sub.2 H.sub.5                                                                        CH                                            OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH  OCH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                      CH                                            CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                     CH  CH.sub.3                                                                            CH(OCH.sub.3).sub.2                                                                     CH                                            OCHF.sub.2                                                                           OCH.sub.3                                                                               CH  OCHF.sub.2                                                                          OCH.sub.3                                                                               CH                                            OCH.sub.3                                                                            SCH.sub.3                                                                               CH  OCH.sub.3                                                                           SCH.sub.3                                                                               CH                                            CH.sub.3                                                                             OCH.sub.3                                                                               N   CH.sub.3                                                                            OCH.sub.3                                                                               N                                             OCH.sub.3                                                                            OCH.sub.3                                                                               N   OCH.sub.3                                                                           OCH.sub.3                                                                               N                                             NHCH.sub.3                                                                           OCH.sub.3                                                                               N   NHCH.sub.3                                                                          OCH.sub.3                                                                               N                                             N(CH.sub.3).sub.2                                                                    OCH.sub.3                                                                               N   N(CH.sub.3).sub.2                                                                   OCH.sub.3                                                                               N                                             C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                        N   C.sub.2 H.sub.5                                                                     OC.sub.2 H.sub.5                                                                        N                                             NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                        N   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                        N                                             N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                        N   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                        N                                             NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                      N   NHCH.sub.3                                                                          OCH.sub.2 CF.sub.3                                                                      N                                             N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                      N   N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                      N                                             CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        N   CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                        N                                             CF.sub.3                                                                             OCH.sub.3                                                                               N   CF.sub.3                                                                            OCH.sub.3                                                                               N                                             OCF.sub.2 H                                                                          OCH.sub.3                                                                               N   OCF.sub.2 H                                                                         OCH.sub.3                                                                               N                                             CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                    N   CH.sub.3                                                                            OCH.sub.2 CHCH.sub.2                                                                    N                                             __________________________________________________________________________     R = R.sup.4 = H, R.sup.71 = H, R.sup.2 =SO.sub.2 CH.sub.3,                                        R = R.sup.4 = H, R.sup.1 = CH.sub.3, R.sup.2 = Br,          R.sup.1 = CH.sub.3 R.sup.71 = H                                                X     Y        Z   X    Y        Z                                             __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3 CH  CH.sub.3                                                                            CH.sub.3 CH                                            CH.sub.3                                                                             OCH.sub.3                                                                               CH  CH.sub.3                                                                            OCH.sub.3                                                                               CH                                            OCH.sub.3                                                                            OCH.sub.3                                                                               CH  OCH.sub.3                                                                           OCH.sub.3                                                                               CH                                            Cl    OCH.sub.3                                                                               CH  Cl   OCH.sub.3                                                                               CH                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        CH  CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                        CH                                            C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                               CH  C.sub.2 H.sub.5                                                                     OCH.sub.3                                                                               CH                                            H     OCH.sub.3                                                                               CH  H    OCH.sub.3                                                                               CH                                            H     OC.sub.2 H.sub.5                                                                        CH  H    OC.sub.2 H.sub.5                                                                        CH                                            OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH  OCH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                      CH                                            CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                     CH  CH.sub.3                                                                            CH(OCH.sub.3).sub.2                                                                     CH                                            OCHF.sub.2                                                                           OCH.sub.3                                                                               CH  OCHF.sub.2                                                                          OCH.sub.3                                                                               CH                                            OCH.sub.3                                                                            SCH.sub.3                                                                               CH  OCH.sub.3                                                                           SCH.sub.3                                                                               CH                                            CH.sub.3                                                                             OCH.sub.3                                                                               N   CH.sub.3                                                                            OCH.sub.3                                                                               N                                             OCH.sub.3                                                                            OCH.sub.3                                                                               N   OCH.sub.3                                                                           OCH.sub.3                                                                               N                                             NHCH.sub.3                                                                           OCH.sub.3                                                                               N   NHCH.sub.3                                                                          OCH.sub.3                                                                               N                                             N(CH.sub.3).sub.2                                                                    OCH.sub.3                                                                               N   N(CH.sub.3).sub.2                                                                   OCH.sub.3                                                                               N                                             C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                        N   C.sub.2 H.sub.5                                                                     OC.sub.2 H.sub.5                                                                        N                                             NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                        N   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                        N                                             N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                        N   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                        N                                             NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                      N   NHCH.sub.3                                                                          OCH.sub.2 CF.sub.3                                                                      N                                             N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                      N   N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                      N                                             CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        N   CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                        N                                             CF.sub.3                                                                             OCH.sub.3                                                                               N   CF.sub.3                                                                            OCH.sub.3                                                                               N                                             OCF.sub.2 H                                                                          OCH.sub.3                                                                               N   OCF.sub.2 H                                                                         OCH.sub.3                                                                               N                                             CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                    N   CH.sub.3                                                                            OCH.sub.2 CHCH.sub.2                                                                    N                                             __________________________________________________________________________     R.sup.1 = CH.sub.3, R.sup.4 = H, R.sup.71 = H,                                                   R.sup.1 = CH.sub.3, R.sup.4 = H, R.sup.71 = H,               R.sup.2 = C(O)CH.sub.3                                                                           R.sup.2 = C(H)NOCH.sub.3                                     R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________      ##STR59##                                                                                        ##STR60##                                                   R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = CH.sub.3, R.sup.4 = H, R.sup.71 = H,                                                   R.sup.1 = CH.sub.3, R.sup.4 = H, R.sup.71 = H,               R.sup.2 = CHO     R.sup.2 = CHF.sub.2                                          R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = CH.sub.3, R.sup.4 = H, R.sup.71 = H,                                                   R.sup.1 = CH.sub.3, R.sup.4 = H, R.sup.71 = H,               R.sup.2 = CH.sub.2 OCH.sub.3                                                                     R.sup.2 = CH.sub.2 CN                                        R   X    Y    Z   R   X     Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                            CH.sub.3                                                                            CH  H   CH.sub.3                                                                             CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           CH  H   CH.sub.3                                                                             OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   Cl   OCH.sub.3                                                                           CH  H   Cl    OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                            OCH.sub.3                                                                           N   H   CH.sub.3                                                                             OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                           OCH.sub.3                                                                           N   H   OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N                                             __________________________________________________________________________     X = Y = OCH.sub.3, Z = CH, R = H, R.sup.71 = H                                 R.sup.1    R.sup.2   R.sup.4                                                   __________________________________________________________________________     CH.sub.3   S(O)CH.sub.3                                                                             CO.sub.2 CH.sub.3                                         H          S(O)CH.sub.3                                                                             H                                                         CH.sub.2 OCH.sub.3                                                                        CH.sub.2 CO.sub.2 CH.sub.3                                                               H                                                         CH.sub.3   CH.sub.2 OH                                                                              Cl                                                        H          CH.sub.2 OH                                                                              CH.sub.3                                                  CH.sub.3   CH.sub.2 Cl                                                                              Br                                                        CH.sub.3                                                                                   ##STR61##                                                                               H                                                         CH.sub.3   CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.3                                                     Cl                                                        CO.sub.2 -t-Bu                                                                            Cl        H                                                         C(O)NH-t-Bu                                                                               Br        H                                                         C(O)Et     n-Pr      H                                                         c-C.sub.6 H.sub.11                                                                        CHF.sub.2 H                                                         CH.sub.2 CH.sub.2 Cl                                                                      CO.sub.2 Et                                                                              Br                                                        Et         CH(OCH.sub.3).sub.2                                                                      CH.sub.3                                                  CH.sub.3   C(O)N(CH.sub.3).sub.2                                                                    H                                                         CH.sub.2 OCH.sub.3                                                                        C(O)N(CH.sub.3).sub.2                                                                    H                                                         CH.sub.2 CHCH.sub.2                                                                       CH.sub.2 CH.sub.2 OCH.sub.3                                                              H                                                         CH.sub.2 N(CH.sub.3).sub.2                                                                CH.sub.2 CO.sub.2 CH.sub.3                                                               H                                                         CH.sub.2 SCH.sub.3                                                                        CO.sub.2 CH.sub.2 OCH.sub.3                                                              H                                                         CH.sub.2 - c-Pr                                                                           S(O)CH.sub.2 CHCH.sub.2                                                                  H                                                         CH.sub.2 CF.sub.2 H                                                                       NO.sub.2  H                                                         CH.sub.2 CH.sub.2 C(OCH.sub.3)CH.sub.3                                                    CH.sub.2 CH.sub.2 CN                                                                     H                                                         CH.sub.3   CH.sub.2 C.sub.6 H.sub.5                                                                 Br                                                        CH.sub.3   CN        H                                                         CH.sub.3   CH.sub.2 CH.sub.2 C(O)CH.sub.3                                                           H                                                         __________________________________________________________________________

                                      TABLE 3                                      __________________________________________________________________________      ##STR62##                                                                     R = H, R.sup.1 = CH.sub.3, R.sup.2 = CO.sub.2 CH.sub.3, R.sup.3 = H,           R.sup.71 = H                                                                   X     Y       Z   X     Y         Z                                            __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3                                                                               CH  NHCH.sub.3                                                                           OCH.sub.3 N                                            CH.sub.3                                                                             OCH.sub.3                                                                              CH  N(CH.sub.3).sub.2                                                                    OCH.sub.3 N                                            OCH.sub.3                                                                            OCH.sub.3                                                                              CH  C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                         N                                            Cl    OCH.sub.3                                                                              CH  NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                         N                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                       CH  N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                         N                                            C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                              CH  NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                       N                                            H     OCH.sub.3                                                                              CH  N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                       N                                            H     OC.sub.2 H.sub.5                                                                       CH  CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                         N                                            OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                     CH  CF.sub.3                                                                             OCH.sub.3 N                                            CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                    CH  OCF.sub.2 H                                                                          OCH.sub.3 N                                            OCHF.sub.2                                                                           OCH.sub.3                                                                              CH  CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                     N                                            OCH.sub.3                                                                            SCH.sub.3                                                                              CH                                                               CH.sub.3                                                                             OCH.sub.3                                                                              N                                                                OCH.sub.3                                                                            OCH.sub.3                                                                              N                                                                __________________________________________________________________________     Z = CH                                                                         X         Y        X       Y                                                   __________________________________________________________________________     (CH.sub.2).sub.3 CH.sub.3                                                                OCH.sub.3                                                                               OCH.sub.3                                                                              CH.sub.2 SO.sub.2 CH.sub.3                          iPr       OCH.sub.3                                                                               OCH.sub.3                                                                              cBu                                                 (CH.sub.2).sub.4 Cl                                                                      OCH.sub.3                                                                               CH.sub.3                                                                               O(CH.sub.2).sub.2 CHCH.sub.2                        SEt       SEt      SCH.sub.2 CF.sub.3                                                                     OCH.sub.3                                           S(CH.sub.2).sub.3 CH.sub.3                                                               OCH.sub.3                                                                               SCHF.sub.2                                                                             CH.sub.3                                            OCH.sub.2 OEt                                                                            CH.sub.3 CF.sub.3                                                                               CF.sub.3                                            O(CH.sub.2).sub.2 OiPr                                                                   OCH.sub.3                                                                               CH.sub.2 Cl                                                                            OCH.sub.3                                           O(CH.sub.2).sub.2 OCH.sub.3                                                              OC.sub.2 H.sub.5                                                                        CH.sub.2 Br                                                                            OCH.sub.3                                           CH.sub.2 CH.sub.2 OCH.sub.3                                                              Et       CH.sub.2 F                                                                             OEt                                                 H         H        I       OCH.sub.3                                           Cl        N(CH.sub.3).sub.2                                                                       OCH.sub.2 CHF.sub.2                                                                    CH.sub.3                                            Br        NHCH.sub.3                                                                              NHiPr   CH.sub.3                                            OCH.sub.3 CN       N(iPr).sub.2                                                                           CH.sub.3                                            CH.sub.3  CH.sub.2 CCH                                                                            OCH.sub.2 CF.sub.3                                                                     OCH.sub.2 CF.sub.3                                  CH.sub.3  OCH.sub.2 CCH                                                                           NEt.sub.2                                                                              NEt.sub.2                                           OCH.sub.3 OCH.sub.2 CHCH.sub.2                                                                    OCH.sub.3                                                                              N.sub.3                                             NEt.sub.2 OCH.sub.3                                                                               CH.sub.3                                                                               cPr                                                 OCH.sub.2 iPr                                                                            OCH.sub.3                                                                               CH.sub.3                                                                               CH.sub.2 SEt                                        NH.sub.2  CH.sub.3 OCH.sub.3                                                                              cC.sub.5 H.sub.9                                    N(CH.sub.3)Et                                                                            OCH.sub.3                                                                               O(CH.sub.2).sub.3 Cl                                                                   O(CH.sub.2).sub.3 Cl                                Cl        OC.sub.2 H.sub.5                                                     Br        OCH.sub.3                                                            OCF.sub.2 H                                                                              OCF.sub.2 H                                                          OCH.sub.2 CF.sub.3                                                                       OCF.sub.2 H                                                          OCH.sub.2 CF.sub.3                                                                       CH.sub.3                                                             OCH.sub.2 CH.sub.2 CH.sub.2 F                                                            OCH.sub.3                                                            OiPr      OCH.sub.3                                                            CH.sub.3  N(OCH.sub.3)CH.sub.3                                                 O(CH.sub.2).sub.3 CH.sub.3                                                               O(CH.sub.2).sub.3 CH.sub.3                                           iPr       iPr                                                                  OCH.sub.3 cPr                                                                  __________________________________________________________________________     R = R.sup.3 = H, R.sup.71 = H,                                                                    R = H, R.sup.1 = CH.sub.3, R.sup.71 = Cl,                   R.sup.1 = CH.sub.2 OCH.sub.2 CH.sub.3, R.sup.2 = CO.sub.2 Et                                      R.sup.3 = H, R.sup.2 = CO.sub.2 Et                          X     Y        Z   X    Y        Z                                             __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3 CH  CH.sub.3                                                                            CH.sub.3 CH                                            CH.sub.3                                                                             OCH.sub.3                                                                               CH  CH.sub.3                                                                            OCH.sub.3                                                                               CH                                            OCH.sub.3                                                                            OCH.sub.3                                                                               CH  OCH.sub.3                                                                           OCH.sub.3                                                                               CH                                            Cl    OCH.sub.3                                                                               CH  Cl   OCH.sub.3                                                                               CH                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        CH  CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                        CH                                            C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                               CH  C.sub.2 H.sub.5                                                                     OCH.sub.3                                                                               CH                                            H     OCH.sub.3                                                                               CH  H    OCH.sub.3                                                                               CH                                            H     OC.sub.2 H.sub.5                                                                        CH  H    OC.sub.2 H.sub.5                                                                        CH                                            OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH  OCH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                      CH                                            CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                     CH  CH.sub.3                                                                            CH(OCH.sub.3).sub.2                                                                     CH                                            OCHF.sub.2                                                                           OCH.sub.3                                                                               CH  OCHF.sub.2                                                                          OCH.sub.3                                                                               CH                                            OCH.sub.3                                                                            SCH.sub.3                                                                               CH  OCH.sub.3                                                                           SCH.sub.3                                                                               CH                                            CH.sub.3                                                                             OCH.sub.3                                                                               N   CH.sub.3                                                                            OCH.sub.3                                                                               N                                             OCH.sub.3                                                                            OCH.sub.3                                                                               N   OCH.sub.3                                                                           OCH.sub.3                                                                               N                                             NHCH.sub.3                                                                           OCH.sub.3                                                                               N   NHCH.sub.3                                                                          OCH.sub.3                                                                               N                                             N(CH.sub.3).sub.2                                                                    OCH.sub.3                                                                               N   N(CH.sub.3).sub.2                                                                   OCH.sub.3                                                                               N                                             C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                        N   C.sub.2 H.sub.5                                                                     OC.sub.2 H.sub.5                                                                        N                                             NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                        N   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                        N                                             N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                        N   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                        N                                             NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                      N   NHCH.sub.3                                                                          OCH.sub.2 CF.sub.3                                                                      N                                             N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                      N   N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                      N                                             CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        N   CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                        N                                             CF.sub.3                                                                             OCH.sub.3                                                                               N   CF.sub.3                                                                            OCH.sub.3                                                                               N                                             OCF.sub.2 H                                                                          OCH.sub.3                                                                               N   OCF.sub.2 H                                                                         OCH.sub.3                                                                               N                                             CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                    N   CH.sub.3                                                                            OCH.sub.2 CHCH.sub.2                                                                    N                                             __________________________________________________________________________     R = R.sup.3 = H, R.sup.71 = H, R.sup.1 = CH.sub.3,                                                R = R.sup.3 = H, R.sup.1 = CH.sub.3, R.sup.71 = H,          R.sup.2 = SO.sub.2 CH.sub.3                                                                       R.sup.2 = SO.sub.2 N(CH.sub.3).sub.2                        X     Y        Z   X    Y        Z                                             __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3 CH  CH.sub.3                                                                            CH.sub.3 CH                                            CH.sub.3                                                                             OCH.sub.3                                                                               CH  CH.sub.3                                                                            OCH.sub.3                                                                               CH                                            OCH.sub.3                                                                            OCH.sub.3                                                                               CH  OCH.sub.3                                                                           OCH.sub.3                                                                               CH                                            Cl    OCH.sub.3                                                                               CH  Cl   OCH.sub.3                                                                               CH                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        CH  CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                        CH                                            C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                               CH  C.sub.2 H.sub.5                                                                     OCH.sub.3                                                                               CH                                            H     OCH.sub.3                                                                               CH  H    OCH.sub.3                                                                               CH                                            H     OC.sub.2 H.sub.5                                                                        CH  H    OC.sub.2 H.sub.5                                                                        CH                                            OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH  OCH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                      CH                                            CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                     CH  CH.sub.3                                                                            CH(OCH.sub.3).sub.2                                                                     CH                                            OCHF.sub.2                                                                           OCH.sub.3                                                                               CH  OCHF.sub.2                                                                          OCH.sub.3                                                                               CH                                            OCH.sub.3                                                                            SCH.sub.3                                                                               CH  OCH.sub.3                                                                           SCH.sub.3                                                                               CH                                            CH.sub.3                                                                             OCH.sub.3                                                                               N   CH.sub.3                                                                            OCH.sub.3                                                                               N                                             OCH.sub.3                                                                            OCH.sub.3                                                                               N   OCH.sub.3                                                                           OCH.sub.3                                                                               N                                             NHCH.sub.3                                                                           OCH.sub.3                                                                               N   NHCH.sub.3                                                                          OCH.sub.3                                                                               N                                             N(CH.sub.3).sub.2                                                                    OCH.sub.3                                                                               N   N(CH.sub.3).sub.2                                                                   OCH.sub.3                                                                               N                                             C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                        N   C.sub.2 H.sub.5                                                                     OC.sub.2 H.sub.5                                                                        N                                             NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                        N   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                        N                                             N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                        N   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                        N                                             NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                      N   NHCH.sub.3                                                                          OCH.sub.2 CF.sub.3                                                                      N                                             N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                      N   N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                      N                                             CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        N   CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                        N                                             CF.sub.3                                                                             OCH.sub.3                                                                               N   CF.sub.3                                                                            OCH.sub.3                                                                               N                                             OCF.sub.2 H                                                                          OCH.sub.3                                                                               N   OCF.sub.2 H                                                                         OCH.sub.3                                                                               N                                             CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                    N   CH.sub.3                                                                            OCH.sub.2 CHCH.sub.2                                                                    N                                             __________________________________________________________________________                        R = R.sup.3 = H, R.sup.1 = CH.sub.3, R.sup.71 = H,          R = R.sup.3 = H, R.sup.71 = R.sup.2 = C(O)CH.sub.3                                                R.sup.2 = C(OCH.sub.3)NOCH.sub.3                            X     Y        Z   X    Y        Z                                             __________________________________________________________________________     CH.sub.3                                                                             CH.sub.3 CH  CH.sub.3                                                                            CH.sub.3 CH                                            CH.sub.3                                                                             OCH.sub.3                                                                               CH  CH.sub.3                                                                            OCH.sub.3                                                                               CH                                            OCH.sub.3                                                                            OCH.sub.3                                                                               CH  OCH.sub.3                                                                           OCH.sub.3                                                                               CH                                            Cl    OCH.sub.3                                                                               CH  Cl   OCH.sub.3                                                                               CH                                            CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        CH  CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                        CH                                            C.sub.2 H.sub.5                                                                      OCH.sub.3                                                                               CH  C.sub.2 H.sub.5                                                                     OCH.sub.3                                                                               CH                                            H     OCH.sub.3                                                                               CH  H    OCH.sub.3                                                                               CH                                            H     OC.sub.2 H.sub.5                                                                        CH  H    OC.sub.2 H.sub.5                                                                        CH                                            OCH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH  OCH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                      CH                                            CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                     CH  CH.sub.3                                                                            CH(OCH.sub.3).sub.2                                                                     CH                                            OCHF.sub.2                                                                           OCH.sub.3                                                                               CH  OCHF.sub.2                                                                          OCH.sub.3                                                                               CH                                            OCH.sub.3                                                                            SCH.sub.3                                                                               CH  OCH.sub.3                                                                           SCH.sub.3                                                                               CH                                            CH.sub.3                                                                             OCH.sub.3                                                                               N   CH.sub.3                                                                            OCH.sub.3                                                                               N                                             OCH.sub.3                                                                            OCH.sub.3                                                                               N   OCH.sub.5                                                                           OCH.sub.3                                                                               N                                             NHCH.sub.3                                                                           OCH.sub.3                                                                               N   NHCH.sub.3                                                                          OCH.sub.3                                                                               N                                             N(CH.sub.3).sub.2                                                                    OCH.sub.3                                                                               N   N(CH.sub.3).sub.2                                                                   OCH.sub.3                                                                               N                                             C.sub.2 H.sub.5                                                                      OC.sub.2 H.sub.5                                                                        N   C.sub.2 H.sub.5                                                                     OC.sub.2 H.sub.5                                                                        N                                             NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                        N   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                        N                                             N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                        N   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                        N                                             NHCH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                      N   NHCH.sub.3                                                                          OCH.sub.2 CF.sub.3                                                                      N                                             N(CH.sub.3).sub.2                                                                    OCH.sub.2 CF.sub.3                                                                      N   N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                      N                                             CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                        N   CH.sub.3                                                                            OC.sub.2 H.sub.5                                                                        N                                             CF.sub.3                                                                             OCH.sub.3                                                                               N   CF.sub.3                                                                            OCH.sub.3                                                                               N                                             OCF.sub.2 H                                                                          OCH.sub.3                                                                               N   OCF.sub.2 H                                                                         OCH.sub.3                                                                               N                                             CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                    N   CH.sub.3                                                                            OCH.sub.2 CHCH.sub.2                                                                    N                                             __________________________________________________________________________     R.sup.1 = CH.sub.3, R.sup.3 = H, R.sup.71 = H,                                                    R.sup.1 = CH.sub.3, R.sup.3 = H, R.sup.71 = H,              R.sup.2 = NO.sub.2 R.sup.2 = S(O)Et                                            R   X     Y    Z   R   X    Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                             CH.sub.3                                                                            CH  H   CH.sub.3                                                                            CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                             OCH.sub.3                                                                           CH  H   CH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH                                            H   Cl    OCH.sub.3                                                                           CH  H   Cl   OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                             OCH.sub.3                                                                           N   H   CH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                            OCH.sub.3                                                                           N   H   OCH.sub.3                                                                           OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = CH.sub.3, R.sup.3 = H, R.sup.71 = H,                                                    R.sup.1 = CH.sub.3, R.sup.3 = H, R.sup.71 = H,              R.sup.2 = CHO      R.sup.2 = C(O)N(CH.sub.3).sub.2                             R   X     Y    Z   R   X    Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                             CH.sub.3                                                                            CH  H   CH.sub.3                                                                            CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                             OCH.sub.3                                                                           CH  H   CH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH                                            H   Cl    OCH.sub.3                                                                           CH  H   Cl   OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                             OCH.sub.3                                                                           N   H   CH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                            OCH.sub.3                                                                           N   H   OCH.sub.3                                                                           OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = CH.sub.3, R.sup.3 = H, R.sup.71 = H,                                                    R.sup.1 = CH.sub.3, R.sup.3 = H, R.sup.71 = H,              R.sup.2 = Cl       R.sup.2 = CH.sub.2 OCH.sub.3                                R   X     Y    Z   R   X    Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                             CH.sub.3                                                                            CH  H   CH.sub.3                                                                            CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                             OCH.sub.3                                                                           CH  H   CH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH                                            H   Cl    OCH.sub.3                                                                           CH  H   Cl   OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                             OCH.sub.3                                                                           N   H   CH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                            OCH.sub.3                                                                           N   H   OCH.sub.3                                                                           OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = CH.sub.3, R.sup.3 = H, R.sup.71 = H,                                                    R.sup.1 = CH.sub.3, R.sup.3 = H, R.sup.71 = H,              R.sup.2 = SC.sub.2 H.sub.5                                                                        R.sup.2 = CHF.sub.2                                         R   X     Y    Z   R   X    Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                             CH.sub.3                                                                            CH  H   CH.sub.3                                                                            CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                             OCH.sub.3                                                                           CH  H   CH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH                                            H   Cl    OCH.sub.3                                                                           CH  H   Cl   OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                             OCH.sub.3                                                                           N   H   CH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                            OCH.sub.3                                                                           N   H   OCH.sub.3                                                                           OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = C.sub.2 H.sub.5 R.sup.3 = R.sup.71 = H,                                                 R.sup.1 = CH.sub.3, R.sup.3 = R.sup.71 = H,                 R.sup.2 = OCH.sub.3                                                                               R.sup.2 = OC(O)CH.sub.3                                     R   X     Y    Z   R   X    Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                             CH.sub.3                                                                            CH  H   CH.sub.3                                                                            CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                             OCH.sub.3                                                                           CH  H   CH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH                                            H   Cl    OCH.sub.3                                                                           CH  H   Cl   OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                             OCH.sub.3                                                                           N   H   CH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                            OCH.sub.3                                                                           N   H   OCH.sub.3                                                                           OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N                                             __________________________________________________________________________     R.sup.1 = CH.sub.3, R.sup.3 = R.sup.71 = H,                                                       R.sup.1 = CH.sub.3, R.sup.3 = R.sup.71 = H,                 R.sup.2 = OSO.sub.2 CH.sub.3                                                                      R.sup.2 = OiPr                                              R   X     Y    Z   R   X    Y    Z                                             __________________________________________________________________________     H   CH.sub.3                                                                             CH.sub.3                                                                            CH  H   CH.sub.3                                                                            CH.sub.3                                                                            CH                                            H   CH.sub.3                                                                             OCH.sub.3                                                                           CH  H   CH.sub.3                                                                            OCH.sub.3                                                                           CH                                            H   OCH.sub.3                                                                            OCH.sub.3                                                                           CH  H   OCH.sub.3                                                                           OCH.sub.3                                                                           CH                                            H   Cl    OCH.sub.3                                                                           CH  H   Cl   OCH.sub.3                                                                           CH                                            CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           CH  CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           CH                                            H   CH.sub.3                                                                             OCH.sub.3                                                                           N   H   CH.sub.3                                                                            OCH.sub.3                                                                           N                                             H   OCH.sub.3                                                                            OCH.sub.3                                                                           N   H   OCH.sub.3                                                                           OCH.sub.3                                                                           N                                             H   NHCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    N   N   NHCH.sub.3                                                                          OC.sub.2 H.sub.5                                                                    N                                             H   N(CH.sub.3).sub.2                                                                    OC.sub.2 H.sub.5                                                                    N   H   N(CH.sub.3).sub.2                                                                   OC.sub.2 H.sub.5                                                                    N                                             CH.sub.3                                                                           OCH.sub.3                                                                            OCH.sub.3                                                                           N   CH.sub.3                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                           N                                             __________________________________________________________________________     X = Y = OCH.sub.3, Z = CH, R = H,                                              R.sup.71 = H                                                                   R.sup.1 R.sup.2  R.sup.3                                                       __________________________________________________________________________     CH.sub.3                                                                               CO.sub.2 Et                                                                             F                                                             CH.sub.3                                                                               CO.sub.2 Et                                                                             CH.sub.3                                                      CH.sub.2 OCH.sub.3                                                                     SO.sub.2 Et                                                                             Cl                                                            CH.sub.3                                                                               CH.sub.2 CH.sub.2 C(O)CH.sub.3                                                          H                                                             Et      CO.sub.2 CH.sub.2 OCH.sub.3                                                             H                                                             CH.sub.2 CH.sub.2 F                                                                    NO.sub.2 H                                                             CH.sub.2 CH.sub.2 OCH.sub.3                                                            SO.sub.2 NHEt                                                                           H                                                             Et      CH(OCH.sub.3).sub.2                                                                     Br                                                            CH.sub.3                                                                               C(O)-n-Pr                                                                               F                                                             CH.sub.3                                                                               CH.sub.2 C(O)CH.sub.3                                                                   H                                                             CH.sub.3                                                                               CN       H                                                             CH.sub.2 OCH.sub.3                                                                     CN       H                                                             __________________________________________________________________________

                  TABLE 4                                                          ______________________________________                                          ##STR63##                                                                     R = H, R.sup.1 = CH.sub.3, R.sup.3 = R.sup.4 = H,                              R.sup.2 = CO.sub.2 CH.sub.3, R.sup.71 = H                                      J        A         X.sup.1    Y.sup.1 Y.sup.3                                  ______________________________________                                         J-1      A-2       CH.sub.3   O       --                                       J-1      A-2       OEt        O       --                                       J-2      A-2       OCH.sub.3  O       --                                       J-2      A-2       OCH.sub.3  CH.sub.2                                                                               --                                       J-1      A-3       CH.sub.3   --      --                                       J-3      A-3       CH.sub.3   --      --                                       ______________________________________                                         R = H, R.sup.1 = CH.sub.3, R.sup.3 = R.sup.4 = H,                              R.sup.2 = CO.sub.2 CH.sub.3, R.sup.71 = H                                      J        A         X.sup.1    Y.sup.1 Y.sup.3                                  ______________________________________                                         J-1      A-4       CH.sub.3   --      CH.sub.3                                 J-2      A-4       OCH.sub.3  --      CH.sub.3                                 ______________________________________                                         J        A         X.sup.2    Y.sup.2 X.sup.3                                  ______________________________________                                         J-1      A-5       CH.sub.3   CH.sub.3                                                                               --                                       J-1      A-6       --         --      OCH.sub.3                                J-2      A-5       CH.sub.3   SCH.sub.3                                                                              --                                       J-2      A-6       --         --      CH.sub.3                                 J-3      A-5       CH.sub.3   OCH.sub.3                                                                              --                                       J-3      A-5       CH.sub.2 CF.sub.3                                                                         OCH.sub.3                                                                              --                                       ______________________________________                                         J        A         X.sup.4    Y.sup.4 Z.sup.1                                  ______________________________________                                         J-1      A-7       CH.sub.3   CH.sub.3                                                                               CH                                       J-1      A-7       OCH.sub.3  CH.sub.3                                                                               CH                                       J-2      A-7       OCH.sub.3  OCH.sub.3                                                                              N                                        J-2      A-7       CH.sub.3   OC.sub.2 H.sub.5                                                                       CH                                       J-3      A-7       Cl         CH.sub.3                                                                               CH                                       J-3      A-7       CH.sub.3   CH.sub.3                                                                               N                                        ______________________________________                                    

                  TABLE 5                                                          ______________________________________                                          ##STR64##                                                                     R.sup.3 = R.sup.4 = H, R.sup.1 = CH.sub.3, R.sup.71 = H                        J         R.sup.2       Z         X                                            ______________________________________                                         J-1       CO.sub.2 CH.sub.3                                                                            CH        OCH.sub.3                                    J-1       CO.sub.2 CH.sub.3                                                                            N         CH.sub.3                                     J-1       SO.sub.2 N(CH.sub.3).sub.2                                                                   CH        OCH.sub.3                                    J-1       SO.sub.2 CH.sub.3                                                                            N         CH.sub.3                                     J-2       CO.sub.2 CH.sub.3                                                                            CH        Cl                                           J-2       CO.sub.2 CH.sub.3                                                                            CH        OCH.sub.3                                    J-2       SO.sub.2 N(CH.sub.3).sub.2                                                                   N         CH.sub.3                                     J-2       CHO           N         OCH.sub.3                                    J-2       CO.sub.2 CH.sub.3                                                                            CH        OCH.sub.3                                    J-3       CO.sub.2 CH.sub.3                                                                            CH        CH.sub.3                                     J-3       SO.sub.2 N(CH.sub.3).sub.2                                                                   N         CH.sub.3                                     J-3       C(O)CH.sub.3  N         OCH.sub.3                                    ______________________________________                                    

The procedures of Examples 1 through 18 and Equations 1 through 21 were followed in the synthesis of the following compounds.

                                      INDEX TABLE                                  __________________________________________________________________________      ##STR65##                                                                     CMPD   R.sup.2  X      Y       Z      m.p. (°C.)                        __________________________________________________________________________     J is J-2, R.sup.1 is CH.sub.3, R.sup.4 and R.sup.71 are H                       1     CO.sub.2 CH.sub.3                                                                       CH.sub.3                                                                              CH.sub.3                                                                               CH     188-190                                   2     CO.sub.2 CH.sub.3                                                                       CH.sub.3                                                                              OCH.sub.3                                                                              CH     186-188                                   3     CO.sub.2 CH.sub.3                                                                       OCH.sub.3                                                                             OCH.sub.3                                                                              CH     182.5-186.5                               4     CO.sub.2 CH.sub.3                                                                       Cl     OCH.sub.3                                                                              CH     186-188.5                                 5     CO.sub.2 CH.sub.3                                                                       CH.sub.3                                                                              OCH.sub.3                                                                              N      189-190                                   6     CO.sub.2 CH.sub.3                                                                       OCH.sub.3                                                                             OCH.sub.3                                                                              N      182-183                                   7     CO.sub.2 CH.sub.3                                                                       NHCH.sub.3                                                                            OEt     N      173-179                                   8     CO.sub.2 CH.sub.3                                                                       OEt    OEt     N      179-180.5                                 9     SCH.sub.3                                                                               CH.sub.3                                                                              CH.sub.3                                                                               CH     140-154                                   10    SCH.sub.3                                                                               CH.sub.3                                                                              OCH.sub.3                                                                              CH     176-178                                   11    SCH.sub.3                                                                               OCH.sub.3                                                                             OCH.sub.3                                                                              CH     181-183                                   12    SCH.sub.3                                                                               Cl     OCH.sub.3                                                                              CH     165-167                                   13    SCH.sub.3                                                                               CH.sub.3                                                                              OCH.sub.3                                                                              N      180-183                                   14    SCH.sub.3                                                                               OCH.sub.3                                                                             OCH.sub.3                                                                              N      174-176                                   15    SCH.sub.3                                                                               NHCH.sub.3                                                                            OEt     N      124-126                                   16    SCH.sub.3                                                                               NHCH.sub.3                                                                            OCH.sub.2 CF.sub.3                                                                     N      165-169                                   17    SCH.sub.3                                                                               N(CH.sub.3).sub.2                                                                     OCH.sub.2 CF.sub.3                                                                     N      116-125                                   18    SCH.sub.3                                                                               Et     OEt     N      120-123                                   19    SCH.sub.3                                                                               Et     OCH.sub.3                                                                              N      129-130.5                                 20    Br       CH.sub.3                                                                              OCH.sub.3                                                                              CH     172-177.5                                 21    Br       OCH.sub.3                                                                             OCH.sub.3                                                                              CH     149-151.5                                 22    Br       Cl     OCH.sub.3                                                                              CH     168-175.5                                 23    Br       OCH.sub.3                                                                             OCH.sub.3                                                                              N      185-188                                   24    Br       OCH.sub.3                                                                             OCH.sub.3                                                                              H      180-186                                   25    SO.sub.2 N(CH.sub.3).sub.2                                                              CH.sub.3                                                                              CH.sub.3                                                                               CH     200-205                                   26    SO.sub.2 N(CH.sub.3).sub.2                                                              CH.sub.3                                                                              OCH.sub.3                                                                              CH     211-216                                   27    SO.sub.2 N(CH.sub.3).sub.2                                                              OCH.sub.3                                                                             OCH.sub.3                                                                              CH     175.5-181                                 28    SO.sub.2 N(CH.sub.3).sub.2                                                              Cl     OCH.sub.3                                                                              CH     169-172                                   29    SO.sub.2 N(CH.sub.3).sub.2                                                              CH.sub.3                                                                              OCH.sub.3                                                                              N      184-190                                   30    SO.sub.2 N(CH.sub.3).sub.2                                                              OCH.sub.3                                                                             OCH.sub.3                                                                              N      176.5-178.5                               31    SO.sub.2 N(CH.sub.3).sub.2                                                              NHCH.sub.3                                                                            OEt     N      128-132                                   32    SO.sub.2 N(CH.sub.3).sub.2                                                              NHCH.sub.3                                                                            OCH.sub.2 CF.sub.3                                                                     N      144-146                                   33    SO.sub.2 N(CH.sub.3).sub.2                                                              N(CH.sub.3).sub.2                                                                     OCH.sub.2 CF.sub.3                                                                     N      143-145                                   34    SO.sub.2 N(CH.sub.3).sub.2                                                              N(CH.sub.3).sub.2                                                                     OCH.sub.3                                                                              N      189-191                                   35    SO.sub.2 N(CH.sub.3).sub.2                                                              Et     OEt     N      138-140                                   36    SO.sub.2 N(CH.sub.3).sub.2                                                              Et     OCH.sub.3                                                                              N      159-160.5                                 37    C(H)NOCH.sub.3                                                                          CH.sub.3                                                                              CH.sub.3                                                                               CH     193-196                                   38    C(H)NOCH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                                                              CH     195-197                                   39    C(H)NOCH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                                                              CH     172-174                                   40    C(H)NOCH.sub.3                                                                          Cl     OCH.sub.3                                                                              CH     166-168                                   41    C(H)NOCH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                                                              N      168-170.5                                 42    C(H)NOCH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                                                              N      187-189                                   43    C(H)NOCH.sub.3                                                                          NHCH.sub.3                                                                            OEt     N      193-195                                   44    C(H)NOCH.sub.3                                                                          OEt    OEt     N      189-192                                   45    C(H)NOCH.sub.3                                                                          NHCH.sub.3                                                                            OCH.sub.2 CF.sub.3                                                                     N      119-122                                   46    C(H)NOCH.sub.3                                                                          N(CH.sub.3).sub.2                                                                     OCH.sub.2 CF.sub.3                                                                     N      158-160                                   47    C(H)NOCH.sub.3                                                                          N(CH.sub.3).sub.2                                                                     OCH.sub.3                                                                              N      173-176                                   48    C(H)NOCH.sub.3                                                                          Et     OEt     N      155-156.5                                 49    C(H)NOCH.sub.3                                                                          Et     OCH.sub.3                                                                              N      137.5-145                                __________________________________________________________________________     CMPD                                                                               R.sup.1                                                                              R.sup.2  R.sup.71                                                                              X    Y     Z  m.p. (°C.)                      __________________________________________________________________________     J is J-1, R.sup.3 is H                                                          50 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 192-193                                 51 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  189-190                                 52 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            CH.sub.3                                                                             CH 120-122                                 53 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 112-114                                 54 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  185-187                                 55 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      Cl   OCH.sub.3                                                                            CH 209-210                                 56 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      CH.sub.3                                                                            CH.sub.3                                                                             CH 210-211                                 57 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 197-198                                 58 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 176-179                                 59 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            N  179-180                                 60 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  175-176                                 61 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      Cl   OCH.sub.3                                                                            CH 192-194                                 62 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            CH.sub.3                                                                             CH 209-120                                 63 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 209-210                                 64 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 197-198                                 65 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  192-193                                 66 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  194-195                                 67 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      Cl   OCH.sub.3                                                                            CH 212-214                                 68 CH.sub.3                                                                             Cl       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 187-188                                 69 CH.sub.3                                                                             Cl       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 180-183                                 70 CH.sub.3                                                                             Cl       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  167-168                                 71 CH.sub.3                                                                             Cl       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  181-182                                 72 CH.sub.3                                                                             Cl       H      Cl   OCH.sub.3                                                                            CH 190-192                                 73 CH.sub.3                                                                             SCH.sub.3                                                                               H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 181-183                                 74 CH.sub.3                                                                             SCH.sub.3                                                                               H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 178-179                                 75 CH.sub.3                                                                             SCH.sub.3                                                                               H      CH.sub.3                                                                            OCH.sub.3                                                                            N  173-174                                 76 CH.sub.3                                                                             SCH.sub.3                                                                               H      CH.sub.3                                                                            OCH.sub.3                                                                            N  182-184                                 77 CH.sub.3                                                                             S(O)CH.sub.3                                                                            H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 134-135                                 78 CH.sub.3                                                                             S(O)CH.sub.3                                                                            H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 150d                                    79 CH.sub.3                                                                             S(O)CH.sub.3                                                                            H      CH.sub.3                                                                            OCH.sub.3                                                                            N  176d                                    80 CH.sub.3                                                                             S(O)CH.sub.3                                                                            H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  129d                                    81 CH.sub.3                                                                             SO.sub.2 Et                                                                             H      CH.sub.3                                                                            CH.sub.3                                                                             CH 206-209                                 82 CH.sub.3                                                                             SO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 176-179                                 83 CH.sub.3                                                                             SO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 157-164                                 84 CH.sub.3                                                                             SO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            N  180-182                                 85 CH.sub.3                                                                             SO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  178-182                                 86 CH.sub.3                                                                             SO.sub.2 Et                                                                             H      Cl   OCH.sub.3                                                                            CH 205-207                                 87 CH.sub.3                                                                             SO.sub.2 n-Pr                                                                           H      CH.sub.3                                                                            CH.sub.3                                                                             CH 198-200                                 88 CH.sub.3                                                                             SO.sub.2 n-Pr                                                                           H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 192-194                                 89 CH.sub.3                                                                             SO.sub.2 n-pr                                                                           H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 196-199                                 90 CH.sub.3                                                                             SO.sub.2 n-Pr                                                                           H      CH.sub.3                                                                            OCH.sub.3                                                                            N  190-192                                 91 CH.sub.3                                                                             SO.sub.2 n-Pr                                                                           H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  179-183                                 92 CH.sub.3                                                                             SO.sub.2 n-pr                                                                           H      Cl   OCH.sub.3                                                                            CH 201-203                                 93 CH.sub.3                                                                             SEt      H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 164-165                                 94 CH.sub.3                                                                             SEt      H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 161-166                                 95 CH.sub.3                                                                             SEt      H      CH.sub.3                                                                            OCH.sub.3                                                                            N  161-162                                 96 CH.sub.3                                                                             SEt      H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  169-171                                 97 CH.sub.3                                                                             S(n-Pr)  H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 149-150                                 98 CH.sub.3                                                                             S(n-Pr)  H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 159-160                                 99 CH.sub.3                                                                             S(n-Pr)  H      CH.sub.3                                                                            OCH.sub.3                                                                            N  154-155                                100 CH.sub.3                                                                             S(n-Pr)  H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  151-153                                101 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            CH.sub.3                                                                             CH 181-186                                102 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 160-162                                103 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 192-194                                104 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            OCH.sub.3                                                                            N  167-169                                105 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  186-187                                106 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      Cl   OCH.sub.3                                                                            CH 178-181                                107 Et    CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  175-176                                108 Et    CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  173-174                                109 Et    CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            CH.sub.3                                                                             CH 212-213                                110 Et    CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 190-191                                111 Et    CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 178-180                                112 Et    CO.sub.2 CH.sub.3                                                                       H      Cl   OCH.sub.3                                                                            CH 194-196                                113 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      CH.sub.3                                                                            CH.sub.3                                                                             CH 199-200                                114 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 203-204                                115 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 194-195                                116 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      CH.sub.3                                                                            OCH.sub.3                                                                            N  183-184                                117 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  186-187                                118 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      Cl   OCH.sub.3                                                                            CH 200-202                                119 CH.sub.2 OCH.sub.3                                                                   CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 166-167                                120 CH.sub.2 OCH.sub.3                                                                   CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 145-146                                121 CH.sub.2 OCH.sub.3                                                                   CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  165-166                                122 CH.sub.2 OCH.sub.3                                                                   CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  165-166                                123 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Cl     CH.sub.3                                                                            CH.sub.3                                                                             CH 200-201                                124 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Cl     CH.sub.3                                                                            OCH.sub.3                                                                            CH 194-195                                125 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Cl     OCH.sub.3                                                                           OCH.sub.3                                                                            CH 182-183                                126 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Cl     CH.sub.3                                                                            OCH.sub.3                                                                            N  188-189                                127 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Cl     OCH.sub.3                                                                           OCH.sub.3                                                                            N  188-189                                128 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Cl     Cl   OCH.sub.3                                                                            CH 185-186                                129 CH.sub.3                                                                             CO.sub.2 Et                                                                             Cl     CH.sub.3                                                                            CH.sub.3                                                                             CH 193-194                                130 CH.sub.3                                                                             CO.sub.2 Et                                                                             Cl     CH.sub.3                                                                            OCH.sub.3                                                                            CH 191-192                                131 CH.sub.3                                                                             CO.sub.2 Et                                                                             Cl     OCH.sub.3                                                                           OCH.sub.3                                                                            CH 159-161                                132 CH.sub.3                                                                             CO.sub.2 Et                                                                             Cl     CH.sub.3                                                                            OCH.sub.3                                                                            N  166-167                                133 CH.sub.3                                                                             CO.sub.2 Et                                                                             Cl     OCH.sub.3                                                                           OCH.sub.3                                                                            N  167-169                                134 CH.sub.3                                                                             CO.sub.2 Et                                                                             Cl     Cl   OCH.sub.3                                                                            CH 175-177                                135 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      NHCH.sub.3                                                                          OCH.sub.2 CH.sub.3                                                                   N  183-185                                136 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                   N  189-191                                137 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      N(CH.sub.3).sub.2                                                                   OEt   N  171-173                                138 Et    CO.sub.2 CH.sub.3                                                                       H      NHCH.sub.3                                                                          OEt   N  193-195                                139 Et    CO.sub.2 CH.sub.3                                                                       H      N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                   N  196-197                                140 Et    CO.sub.2 CH.sub.3                                                                       H      N(CH.sub.3).sub.2                                                                   OEt   N  175-177                                141 Et    SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            CH.sub.3                                                                             CH 212-213                                142 Et    SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 184-185                                143 Et    SO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 195-196                                144 Et    SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  201-202                                145 Et    SO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  186-187                                146 Et    SO.sub.2 CH.sub.3                                                                       H      Cl   OCH.sub.3                                                                            CH 204-205                                147 Et    SO.sub.2 Et                                                                             H      CH.sub.3                                                                            CH.sub.3                                                                             CH 214-215                                148 Et    SO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 196-197                                149 Et    SO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 205-206                                150 Et    SO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            N  191-192                                151 Et    SO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  191-192                                152 Et    SO.sub.2 Et                                                                             H      Cl   OCH.sub.3                                                                            CH 189-197                                153 Et    CO.sub.2 Et                                                                             H      CH.sub.3                                                                            CH.sub.3                                                                             CH 209-210                                154 Et    CO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 161-162                                155 Et    CO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 160-161                                156 Et    CO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            N  185-186                                157 Et    CO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  166-167                                158 Et    CO.sub.2 Et                                                                             H      Cl   OCH.sub.3                                                                            CH 166-167                                159 Et    C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            CH.sub.3                                                                             CH 169-171                                160 Et    C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 150-159                                161 Et    C(O)N(CH.sub.3).sub.2                                                                   H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 192-194                                162 Et    C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            OCH.sub.3                                                                            N  174-175                                163 Et    C(O)N(CH.sub.3).sub.2                                                                   H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  176-178                                164 Et    C(O)N(CH.sub.3).sub.2                                                                   H      Cl   OCH.sub.3                                                                            CH 197-198                                __________________________________________________________________________     CMPD                                                                               R.sup.1                                                                              R.sup.2  R.sup.4                                                                               X    Y     Z  m.p. (°C.)                      __________________________________________________________________________     J is J-3, R.sup.71 is H                                                        165 CH.sub.3                                                                             Br       H      CH.sub.3                                                                            CH.sub.3                                                                             CH 197-199                                166 CH.sub.3                                                                             Br       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 206-208                                167 CH.sub.3                                                                             Br       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 203-205                                168 CH.sub.3                                                                             Br       H      Cl   OCH.sub.3                                                                            CH 180-183                                169 CH.sub.3                                                                             Br       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  168-173                                170 CH.sub.3                                                                             Br       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  200-202                                171 CH.sub.3                                                                             Br       H      NHCH.sub.3                                                                          OEt   N  214-217                                172 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 239-240.5                              173 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 245-248                                174 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      Cl   OCH.sub.3                                                                            CH 232-234                                175 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  152-156                                176 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      NHCH.sub.3                                                                          OEt   N  240-242                                177 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      N(CH.sub.3).sub.2                                                                   OEt   N  197-199                                178 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      OEt  OEt   N  180-182                                179 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                   N  204-206                                180 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      Et   OEt   N  181-183                                181 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       H      Et   OCH.sub.3                                                                            N  216-218                                182 CH.sub.3                                                                             SO.sub.2 N(CH.sub.3).sub.2                                                              H      CH.sub.3                                                                            CH.sub.3                                                                             CH 223-225                                183 CH.sub.3                                                                             SO.sub.2 N(CH.sub.3).sub.2                                                              H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 207-209                                184 CH.sub.3                                                                             SO.sub.2 N(CH.sub.3).sub.2                                                              H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 204-206                                185 CH.sub.3                                                                             SO.sub.2 N(CH.sub.3).sub.2                                                              H      Cl   OCH.sub.3                                                                            CH 206-208                                186 CH.sub.3                                                                             SO.sub.2 N(CH.sub.3).sub.2                                                              H      CH.sub.3                                                                            OCH.sub.3                                                                            N  185-187                                187 CH.sub.3                                                                             SO.sub.2 N(CH.sub.3).sub.2                                                              H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  176-178                                188 CH.sub.3                                                                             SO.sub.2 N(CH.sub.3).sub.2                                                              H      NHCH.sub.3                                                                          OEt   N  166-168                                189 CH.sub.3                                                                             SO.sub.2 N(CH.sub.3).sub.2                                                              H      N(CH.sub.3).sub.2                                                                   OEt   N  143-145                                190 CH.sub.3                                                                             SO.sub.2 N(CH.sub.3).sub.2                                                              H      OEt  OEt   N  174-176                                191 CH.sub.3                                                                             SO.sub.2 N(CH.sub.3).sub.2                                                              H      N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                   N  178-180                                192 CH.sub.3                                                                             SO.sub.2 N(CH.sub.3).sub.2                                                              H      N(CH.sub.3).sub.2                                                                   OCH.sub.3                                                                            N  213-215                                193 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 190-196                                194 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 170-176                                195 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 193-197                                196 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      Cl   OCH.sub.3                                                                            CH 143-145                                197 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            OCH.sub.3                                                                            N  123-125                                198 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  139.5-142.5                            199 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      NHCH.sub.3                                                                          OEt   N  189-196                                200 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      N(CH.sub.3).sub.2                                                                   OEt   N  154.5-162                              201 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      OEt  OEt   N  183-185                                202 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                   N  127-129                                J is J-2, R.sup.71 is H                                                        203 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            CH.sub.3                                                                             CH 215-216                                204 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 211-212                                205 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 224-226                                206 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  206-208                                207 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  198-201                                208 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      Cl   OCH.sub.3                                                                            CH 228-230                                209 CH.sub.3                                                                             SO.sub.2 CH.sub.3                                                                       H      NHCH.sub.3                                                                          OEt   N  248-249                                210 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      CH.sub.3                                                                            CH.sub.3                                                                             CH 205-206                                211 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 192-194                                212 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 172-175                                213 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            N  192-194                                214 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  171-173                                215 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      Cl   OCH.sub.3                                                                            CH 197-198                                216 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      NHCH.sub.3                                                                          OEt   N  184-187                                217 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      CH.sub.3                                                                            CH.sub.3                                                                             CH 181-183                                218 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 180-181                                219 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 152-156                                220 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      CH.sub.3                                                                            OCH.sub.3                                                                            N  152-156                                221 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  184-186                                222 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      Cl   OCH.sub.3                                                                            CH 180-182                                223 CH.sub.3                                                                             C(CH.sub.3)NOCH.sub.3                                                                   H      CH.sub.3                                                                            COH.sub.3                                                                            CH 160-163                                224 CH.sub.3                                                                             C(CH.sub.3)NOCH.sub.3                                                                   H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 206-209                                225 CH.sub.3                                                                             C(CH.sub.3)NOCH.sub.3                                                                   H      CH.sub.3                                                                            OCH.sub.3                                                                            N  168-170                                226 CH.sub.3                                                                             C(CH.sub.3)NOCH.sub.3                                                                   H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  90-113                                 227 CH.sub.3                                                                             C(CH.sub.3)NOCH.sub.3                                                                   H      Cl   OCH.sub.3                                                                            CH 179-182                                228 Et    CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            CH.sub.3                                                                             CH 204-206                                229 Et    CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 189-191                                230 Et    CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 178-180                                231 Et    CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  175-177                                232 Et    CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  173-176                                233 Et    CO.sub.2 CH.sub.3                                                                       H      Cl   OCH.sub.3                                                                            CH 198-200                                234 Et    C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            CH.sub.3                                                                             CH 174-186                                235 Et    C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 134-136                                236 Et    C(O)N(CH.sub.3).sub.2                                                                   H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 170-176                                237 Et    C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            OCH.sub.3                                                                            N  168-170                                238 Et    C(O)N(CH.sub.3).sub.2                                                                   H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  147-149                                239 Et    C(O)N(CH.sub.3).sub.2                                                                   H      Cl   OCH.sub.3                                                                            CH 116-117                                240 Et    SO.sub.2 Et                                                                             H      CH.sub.3                                                                            CH.sub.3                                                                             CH 204-205                                241 Et    SO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 200-201                                242 CH.sub.3                                                                             SO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 199-208                                243 CH.sub.3                                                                             SO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            N  194-195                                244 CH.sub.3                                                                             SO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  189-190                                245 CH.sub.3                                                                             SO.sub.2 Et                                                                             H      Cl   OCH.sub.3                                                                            CH 200-202                                246 CH.sub.3                                                                             SEt      H      CH.sub.3                                                                            CH.sub.3                                                                             CH 178-179                                247 CH.sub.3                                                                             SEt      H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 164-169                                248 CH.sub.3                                                                             SEt      H      CH.sub.3                                                                            OCH.sub.3                                                                            N  168-170                                249 CH.sub.3                                                                             SEt      H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  175-177                                250 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      CH.sub.3                                                                            CH.sub.3                                                                             CH 212-213                                251 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 188-194                                252 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 158-162                                253 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      CH.sub.3                                                                            OCH.sub.3                                                                            N  202-205                                254 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  184-185                                255 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      Cl   OCH.sub.3                                                                            CH 191-192                                256 Et    SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            CH.sub.3                                                                             CH 184-188                                257 Et    SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 202-203                                258 Et    SO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 186-188                                259 Et    SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  175-178                                250 Et    SO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  172-176                                261 Et    SO.sub.2 CH.sub.3                                                                       H      Cl   OCH.sub.3                                                                            CH 198-201                                262 Et    SCH.sub.3                                                                               H      OCH3 OCH.sub.3                                                                            CH 150-155                                263 Et    SCH.sub.3                                                                               H      CH.sub.3                                                                            OCH.sub.3                                                                            N  140-150                                264 Et    CO.sub.2 Et                                                                             H      CH.sub.3                                                                            CH.sub.3                                                                             CH 179-180                                265 Et    CO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 168-170                                266 Et    CO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 167-168                                267 Et    CO.sub.2 Et                                                                             H      CH.sub.3                                                                            OCH.sub.3                                                                            N  158-159                                268 Et    CO.sub.2 Et                                                                             H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  174-175                                269 Et    CO.sub.2 Et                                                                             H      Cl   OCH.sub.3                                                                            CH 181-182                                270 CH.sub.2 OCH.sub.3                                                                   SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            CH.sub.3                                                                             CH 182-189                                271 CH.sub.2 OCH.sub.3                                                                   SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 162-169                                272 CH.sub.2 OCH.sub.3                                                                   SO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 179-187                                273 CH.sub.2 OCH.sub.3                                                                   SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  167-170                                274 CH.sub.2 OCH.sub.3                                                                   SO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  195-198                                275 CH.sub.2 OCH.sub.3                                                                   SO.sub.2 CH.sub.3                                                                       H      Cl   COH.sub.3                                                                            CH 187-192                                276 Et    CO.sub.2 CH.sub.3                                                                       H      NHCH.sub.3                                                                          OEt   N  188-190                                277 Et    CO.sub.2 CH.sub.3                                                                       H      N(CH.sub.3).sub.2                                                                   OEt   N  171-174                                278 Et    CO.sub.2 CH.sub.3                                                                       H      N(CH.sub.3).sub.2                                                                   OCH2CF.sub.3                                                                         N  186-188                                279 CH.sub.3                                                                             CO.sub.2 iPr                                                                            H      N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                   N  167-169                                280 Et    CO.sub.2 Et                                                                             H      NHCH.sub.3                                                                          OEt   N  162-164                                281 Et    CO.sub.2 Et                                                                             H      N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                   N  178-180                                282 CH.sub.3                                                                             CO.sub.2 Et                                                                             H      N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                   N  173-174                                283 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Br     CH.sub.3                                                                            CH.sub.3                                                                             CH 148-150                                284 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Br     CH.sub.3                                                                            OCH.sub.3                                                                            CH 137-140                                285 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Br     OCH.sub.3                                                                           OCH.sub.3                                                                            CH 154-156                                286 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Br     CH.sub.3                                                                            OCH.sub.3                                                                            N  150-151                                287 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Br     OCH.sub.3                                                                           OCH.sub.3                                                                            N  157-160                                288 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Br     Cl   OCH.sub.3                                                                            CH 152-155                                289 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       Br     N(CH.sub.3).sub.2                                                                   OEt   N  145-147                                J is J-3, R.sup.71 is H                                                        290 CH.sub.3                                                                             SCH.sub.3                                                                               H      CH.sub.3                                                                            COH.sub.3                                                                            CH 217-220                                291 CH.sub.3                                                                             SCH.sub.3                                                                               H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 230-235                                292 CH.sub.3                                                                             SCH.sub.3                                                                               H      CH.sub.3                                                                            OCH.sub.3                                                                            N  186-189                                293 CH.sub.3                                                                             SCH.sub.3                                                                               H      Cl   OCH.sub.3                                                                            CH 188-190                                294 CH.sub.3                                                                             SCH.sub.3                                                                               H      N(CH.sub.3).sub.2                                                                   OEt   N  170-174                                295 CH.sub.3                                                                             Ph       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 180-184                                296 CH.sub.3                                                                             Ph       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 223-226                                297 CH.sub.3                                                                             Ph       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  190-195                                298 CH.sub.3                                                                             Ph       H      Cl   OCH.sub.3                                                                            CH 219-221                                299 CH.sub.3                                                                             Ph       H      N(CH.sub.3).sub.2                                                                   OEt   N  117-120                                300 CH.sub.3                                                                             SCH.sub.3                                                                               CO.sub.2 CH.sub.3                                                                     CH.sub.3                                                                            CH.sub.3                                                                             CH 169-171                                301 CH.sub.3                                                                             SCH.sub.3                                                                               CO.sub.2 CH.sub.3                                                                     CH.sub.3                                                                            OCH.sub.3                                                                            CH 140-145                                302 CH.sub.3                                                                             SCH.sub.3                                                                               CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                           OCH.sub.3                                                                            CH 153-155                                303 CH.sub.3                                                                             SCH.sub.3                                                                               CO.sub.2 CH.sub.3                                                                     CH.sub.3                                                                            OCH.sub.3                                                                            N  193-195                                304 CH.sub.3                                                                             SCH.sub.3                                                                               CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                           OCH.sub.3                                                                            N  158-160                                305 CH.sub.3                                                                             SCH.sub.3                                                                               CO.sub.2 CH.sub.3                                                                     Cl   OEt   N  187-190                                306 CH.sub.3                                                                             SCH.sub.3                                                                               CO.sub.2 CH.sub.3                                                                     NHCH.sub.3                                                                          OEt   N  158-160                                307 CH.sub.3                                                                             Ph       CO.sub.2 CH.sub.3                                                                     CH.sub.3                                                                            CH.sub.3                                                                             CH 126-128                                308 CH.sub.3                                                                             Ph       CO.sub.2 CH.sub.3                                                                     CH.sub.3                                                                            OCH.sub.3                                                                            CH 218-221                                309 CH.sub.3                                                                             Ph       CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                           OCH.sub.3                                                                            CH 224-226                                310 CH.sub.3                                                                             Ph       CO.sub.2 CH.sub.3                                                                     CH.sub.3                                                                            OCH.sub.3                                                                            N  201-204                                311 CH.sub.3                                                                             Ph       CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                           OCH.sub.3                                                                            N  201-204                                312 CH.sub.3                                                                             Ph       CO.sub.2 CH.sub.3                                                                     Cl   OCH.sub.3                                                                            CH 194-196                                313 CH.sub.3                                                                             Ph       CO.sub.2 CH.sub.3                                                                     NHCH.sub.3                                                                          OEt   N  135-138                                314 CH.sub.3                                                                             Ph       CO.sub.2 CH.sub.3                                                                     N(CH.sub.3).sub.2                                                                   OEt   N  189-193                                J is J-2, R.sup.71 is H                                                        315 Ph    CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            CH.sub.3                                                                             CH 209-212                                316 Ph    CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 212-215                                317 Ph    CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 185-188                                318 Ph    CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  165-170                                319 Ph    CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  160-164                                320 Ph    CO.sub.2 CH.sub.3                                                                       H      Cl   OCH.sub.3                                                                            CH 215-220                                321 Ph    CO.sub.2 CH.sub.3                                                                       H      N(CH.sub.3).sub.2                                                                   OEt   N  154-160                                322 CH.sub.3                                                                             CN       H      CH.sub.3                                                                            CH.sub.3                                                                             CH 218-221                                323 CH.sub.3                                                                             CN       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 212-215                                324 CH.sub.3                                                                             CN       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 201-204                                325 CH.sub.3                                                                             CN       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  213-216                                326 CH.sub.3                                                                             CN       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  216-220                                327 CH.sub.3                                                                             CN       H      Cl   OCH.sub.3                                                                            CH 219-220                                328 CH.sub.3                                                                             CN       H      NHCH.sub.3                                                                          OEt   N  159-161                                329 CH.sub.3                                                                             CN       H      N(CH.sub.3).sub.2                                                                   OEt   N  211-215                                330 Ph    SCH.sub.3                                                                               H      CH.sub.3                                                                            CH.sub.3                                                                             CH 216-220                                331 Ph    SCH.sub.3                                                                               H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 204-206                                332 Ph    SCH.sub.3                                                                               H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 189-191                                333 Ph    SCH.sub.3                                                                               H      CH.sub.3                                                                            OCH.sub.3                                                                            N  187-190                                334 Ph    SCH.sub.3                                                                               H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  208-211                                335 Ph    SCH.sub.3                                                                               H      Cl   OCH.sub.3                                                                            CH 190-193                                336 Ph    SCH.sub.3                                                                               H      NHCH.sub.3                                                                          OEt   N  189-191                                337 Ph    SCH.sub.3                                                                               H      N(CH.sub.3).sub.2                                                                   OEt   N  185-187                                J is J-3, R.sup.71 is H                                                        338 CH.sub.3                                                                             CN       CO.sub.2 CH.sub.3                                                                     CH.sub.3                                                                            OCH.sub.3                                                                            CH >260                                   339 CH.sub.3                                                                             CN       CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                           OCH.sub.3                                                                            CH 183-185                                340 CH.sub.3                                                                             CN       CO.sub.2 CH.sub.3                                                                     CH.sub.3                                                                            OCH.sub.3                                                                            N  180-183                                341 CH.sub.3                                                                             CN       CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                           OCH.sub.3                                                                            N  231-235                                342 CH.sub.3                                                                             CN       CO.sub.2 CH.sub.3                                                                     Cl   OCH.sub.3                                                                            CH >255                                   J is J-2, R.sup.71 is H                                                        343 Ph    SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 225-226                                344 Ph    SO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 212-216                                345 Ph    SO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  199-201                                346 Ph    SO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           Cl    CH 209-211                                J is J-3, R.sup.71 is H                                                        347 CH.sub.3                                                                             CN       CHO    CH.sub.3                                                                            OCH.sub.3                                                                            CH 179-180                                348 CH.sub.3                                                                             CN       CHO    OCH.sub.3                                                                           OCH.sub.3                                                                            CH 181-184                                349 CH.sub.3                                                                             CN       CHO    CH.sub.3                                                                            OCH.sub.3                                                                            N  229-233                                350 CH.sub.3                                                                             CN       CHO    Cl   COH.sub.3                                                                            CH 155-159                                J is J-2, R.sup.71 is H                                                        351 Ph    CHO      H      CH.sub.3                                                                            CH.sub.3                                                                             CH 149-151                                352 Ph    CHO      H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 171-174                                353 Ph    CHO      H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 146-150                                354 Ph    CHO      H      CH.sub.3                                                                            OCH.sub.3                                                                            N  160-164                                355 Ph    CHO      H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  147-150                                356 Ph    CHO      H      Cl   OCH.sub.3                                                                            CH 161-165                                357 Ph    CHO      H      N(CH.sub.3).sub.2                                                                   OEt   N  135-137                                J is J-3, R.sup.71 is H                                                        358 CH.sub.3                                                                             CN       CON(CH.sub.3).sub.2                                                                   CH.sub.3                                                                            OCH.sub.3                                                                            CH 92-95                                  359 CH.sub.3                                                                             CN       CON(CH.sub.3).sub.2                                                                   OCH.sub.3                                                                           OCH.sub.3                                                                            CH 168-171                                360 CH.sub.3                                                                             CN       CON(CH.sub.3).sub.2                                                                   CH.sub.3                                                                            OCH3  N  120-125                                361 CH.sub.3                                                                             CN       CON(CH.sub.3).sub.2                                                                   OCH.sub.3                                                                           Cl    CH 165-170                                362 CH.sub.3                                                                             CN       CON(CH.sub.3).sub.2                                                                   N(CH.sub.3).sub.2                                                                   OEt   N  129-131                                363 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       SCH.sub.3                                                                             CH.sub.3                                                                            OCH.sub.3                                                                            CH 190-193                                364 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       SCH.sub.3                                                                             OCH.sub.3                                                                           OCH.sub.3                                                                            CH 125-127                                365 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       SCH.sub.3                                                                             CH.sub.3                                                                            OCH.sub.3                                                                            N  183-185                                366 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       SCH.sub.3                                                                             Cl   OCH.sub.3                                                                            CH 168-170                                367 CH.sub.3                                                                             CO.sub.2 CH.sub.3                                                                       SCH.sub.3                                                                             N(CH.sub.3).sub.2                                                                   OEt   N  210-215                                368 H     CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            CH.sub.3                                                                             CH 215-217                                369 H     CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 200-202                                370 H     CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 218-220                                371 H     CO.sub.2 CH.sub.3                                                                       H      Cl   OCH.sub.3                                                                            CH 221-223                                372 H     CO.sub.2 CH.sub.3                                                                       H      CH.sub.3                                                                            OCH.sub.3                                                                            N  138-142                                373 H     CO.sub.2 CH.sub.3                                                                       H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  230-234                                374 H     CO.sub.2 CH.sub.3                                                                       H      NHCH.sub.3                                                                          OEt   N  146-148                                375 H     CO.sub.2 CH.sub.3                                                                       H      N(CH.sub.3).sub.2                                                                   OEt   N  185-187                                376 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      CH.sub.3                                                                            CH.sub.3                                                                             CH 247-249                                377 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 245-247                                378 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 233-235                                379 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      Cl   OCH.sub.3                                                                            CH 237-239                                380 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      CH.sub.3                                                                            OCH.sub.3                                                                            N  204-206                                381 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  216-218                                382 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      NHCH.sub.3                                                                          OEt   N  249-252                                383 CH.sub.3                                                                             C(O)CH.sub.3                                                                            H      N(CH.sub.3).sub.2                                                                   OEt   N  225-227                                J is J-2, R.sup.71 is H                                                        384 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            CH.sub.3                                                                             CH 159-166                                385 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 131-136                                386 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 140-147                                387 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      Cl   OCH.sub.3                                                                            CH 103-107                                388 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      CH.sub.3                                                                            OCH.sub.3                                                                            N  oil                                    389 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  oil                                    390 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      NHCH.sub.3                                                                          OEt   N  140-142                                391 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      N(CH.sub.3).sub.2                                                                   OEt   N  178-180                                392 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      OEt  OEt   N  121-125                                393 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      NHCH.sub.3                                                                          OCH.sub.2 CF.sub.3                                                                   N  155-160                                394 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      N(CH.sub.3).sub.2                                                                   OCH.sub.2 CF.sub.3                                                                   N  250                                    395 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      N(CH.sub.3).sub.2                                                                   OCH.sub.3                                                                            N  gum                                    396 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      Et   OEt   N  gum                                    397 CH.sub.3                                                                             C(O)N(CH.sub.3).sub.2                                                                   H      Et   OCH.sub.3                                                                            N  gum                                    398 CH.sub.3                                                                             CHO      H      CH.sub.3                                                                            OCH.sub.3                                                                            CH 140-141.5                              399 CH.sub.3                                                                             CHO      H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH 172-174.5                              400 CH.sub.3                                                                             CHO      H      Cl   OCH.sub.3                                                                            CH 172-175                                401 CH.sub.3                                                                             CHO      H      CH.sub.3                                                                            OCH.sub.3                                                                            N  156-160                                402 CH.sub.3                                                                             CHO      H      OCH.sub.3                                                                           OCH.sub.3                                                                            N  173-177                                403 CH.sub.3                                                                             CHO      H      NHCH.sub.3                                                                          OEt   N  176-179                                404 CH.sub.3                                                                             CHO      H      OEt  OEt   N  102-104                                405 CH.sub.3                                                                             CHO      H      Et   OEt   N  149-151.5                              406 CH.sub.3                                                                             CHO      H      Et   OCH.sub.3                                                                            N  148-150                                __________________________________________________________________________     CMPD   R.sup.1                                                                              R.sup.2                                                                               X     Y     Z    m.p. (°C.)                         __________________________________________________________________________     J is J-1, R.sup.3 and R.sup.71 is H                                            407    (CH.sub.2).sub.3 CH.sub.3                                                            CO.sub.2 CH.sub.3                                                                     CH.sub.3                                                                             CH.sub.3                                                                             CH   188-189                                   408    (CH.sub.2).sub.3 CH.sub.3                                                            CO.sub.2 CH.sub.3                                                                     CH.sub.3                                                                             OCH.sub.3                                                                            CH   138-140                                   409    (CH.sub.2).sub.3 CH.sub.3                                                            CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                            OCH.sub.3                                                                            CH   139-140                                   410    (CH.sub.2).sub.3 CH.sub.3                                                            CO.sub.2 CH.sub.3                                                                     CH.sub.3                                                                             OCH.sub.3                                                                            N    137-138                                   411    (CH.sub.2).sub.3 CH.sub.3                                                            CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                            OCH.sub.3                                                                            N    152-155                                   412    (CH.sub.2).sub.3 CH.sub.3                                                            CO.sub.2 CH.sub.3                                                                     Cl    OCH.sub.3                                                                            CH   162-164                                   413    CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                      CH.sub.3                                                                             OCH.sub.3                                                                            CH   180-181°d                          414    CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                      OCH.sub.3                                                                            OCH.sub.3                                                                            CH   170-172°d                          415    CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                      CH.sub.3                                                                             OCH.sub.3                                                                            N    178-179°d                          416    CH.sub.3                                                                             OC.sub.2 H.sub.5                                                                      OCH.sub.3                                                                            OCH.sub.3                                                                            N    175-177°d                          417    CH.sub.3                                                                             CN     CH.sub.3                                                                             CH.sub.3                                                                             CH   198-200°d                          418    CH.sub.3                                                                             CN     CH.sub.3                                                                             OCH.sub.3                                                                            CH   178-184°d                          419    CH.sub.3                                                                             CN     OCH.sub.3                                                                            OCH.sub.3                                                                            CH   199-201°d                          420    CH.sub.3                                                                             CN     CH.sub.3                                                                             OCH.sub.3                                                                            N    184-186°d                          421    CH.sub.3                                                                             CN     OCH.sub.3                                                                            OCH.sub.3                                                                            N    180-182°d                          422    CH.sub.3                                                                             CN     Cl    OCH.sub.3                                                                            CH   199-201°d                          __________________________________________________________________________     CMPD R.sup.1                                                                            R.sup.2                                                                               R.sup.4                                                                               X    Y     Z     m.p. (°C.)                      __________________________________________________________________________     J is J-3, R.sup.71 is H                                                        423  CH.sub.3                                                                           CN     CHO    OCH.sub.3                                                                           CH.sub.3                                                                             CH    179-180                                424  CH.sub.3                                                                           CN     CHO    OCH.sub.3                                                                           OCH.sub.3                                                                            CH    181-184                                425  CH.sub.3                                                                           CN     CHO    OCH.sub.3                                                                           CH.sub.3                                                                             N     229-233                                426  CH.sub.3                                                                           CN     CHO    OCH.sub.3                                                                           Cl    CH    155-159                                427  CH.sub.3                                                                           CN     C(O)N(CH.sub.3).sub.2                                                                 OCH.sub.3                                                                           CH.sub.3                                                                             CH    92-95                                  428  CH.sub.3                                                                           CN     C(O)N(CH.sub.3).sub.2                                                                 OCH.sub.3                                                                           OCH.sub.3                                                                            CH    168-171                                429  CH.sub.3                                                                           CN     C(O)N(CH.sub.3).sub.2                                                                 OCH.sub.3                                                                           CH.sub.3                                                                             N     120-123                                430  CH.sub.3                                                                           CN     C(O)N(CH.sub.3).sub.2                                                                 OCH.sub.3                                                                           Cl    CH    165-170                                431  CH.sub.3                                                                           CN     C(O)N(CH.sub.3).sub.2                                                                 OEt  N(CH.sub.3).sub.2                                                                    N     129-131                                432  CH.sub.3                                                                           CO.sub.2 CH.sub.3                                                                     SCH.sub.3                                                                             OCH.sub.3                                                                           CH.sub.3                                                                             CH    190-193                                433  CH.sub.3                                                                           CO.sub.2 CH.sub.3                                                                     SCH.sub.3                                                                             OCH.sub.3                                                                           OCH.sub.3                                                                            CH    125-127                                434  CH.sub.3                                                                           CO.sub.2 CH.sub.3                                                                     SCH.sub.3                                                                             OCH.sub.3                                                                           CH.sub.3                                                                             N     183-185                                435  CH.sub.3                                                                           CO.sub.2 CH.sub.3                                                                     SCH.sub.3                                                                             OCH.sub.3                                                                           Cl    CH    168-170                                436  CH.sub.3                                                                           CO.sub.2 CH.sub.3                                                                     SCH.sub.3                                                                             OEt  N(CH.sub.3).sub.2                                                                    N     210-215                                437  CH.sub.3                                                                           CN     Br     CH.sub.3                                                                            CH.sub.3                                                                             CH    153-156                                438  CH.sub.3                                                                           CN     Br     OCH.sub.3                                                                           CH.sub.3                                                                             CH    168-171                                439  CH.sub.3                                                                           CN     Br     OCH.sub.3                                                                           OCH.sub.3                                                                            CH    150-153                                440  CH.sub.3                                                                           CN     Br     OCH.sub.3                                                                           CH.sub.3                                                                             N     159-162                                441  CH.sub.3                                                                           CN     Br     OCH.sub.3                                                                           OCH.sub.3                                                                            N     164-167                                442  CH.sub.3                                                                           CN     Br     OCH.sub.3                                                                           Cl    CH    >210                                   443  CH.sub.3                                                                           CN     Br     OEt  N(CH.sub.3).sub.2                                                                    N     >210                                   444  CH.sub.3                                                                           CH.sub.3                                                                              CO.sub.2 CH.sub.3                                                                     CH.sub.3                                                                            CH.sub.3                                                                             CH    205-209                                445  CH.sub.3                                                                           CH.sub.3                                                                              CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                           CH.sub.3                                                                             CH    196-200                                446  CH.sub.3                                                                           CH.sub.3                                                                              CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                           OCH.sub.3                                                                            CH    186-188                                447  CH.sub.3                                                                           CH.sub.3                                                                              CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                           CH.sub.3                                                                             N     201-202                                448  CH.sub.3                                                                           CH.sub.3                                                                              CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                           OCH.sub.3                                                                            N     185-186                                449  CH.sub.3                                                                           CH.sub.3                                                                              CO.sub.2 CH.sub.3                                                                     OCH.sub.3                                                                           Cl    CH    175-178                                450  CH.sub.3                                                                           CH.sub.3                                                                              CO.sub.2 CH.sub.3                                                                     OEt  N(CH.sub.3).sub.2                                                                    N     154-157°                        451  CH.sub.3                                                                           CN     C(O)CH.sub.3                                                                          OCH.sub.3                                                                           CH.sub.3                                                                             CH    159-162                                452  CH.sub.3                                                                           CN     C(O)CH.sub.3                                                                          OCH.sub.3                                                                           OCH.sub.3                                                                            CH    175-178                                453  CH.sub.3                                                                           CN     C(O)CH.sub.3                                                                          OCH.sub.3                                                                           CH.sub.3                                                                             N     180-182                                454  CH.sub.3                                                                           CN     C(O)CH.sub.3                                                                          OCH.sub.3                                                                           Cl    CH    >240                                   455  CH.sub.3                                                                           CN     SO.sub.2 Et                                                                           OCH.sub.3                                                                           CH.sub.3                                                                             CH    168-170                                456  CH.sub.3                                                                           CN     SO.sub.2 Et                                                                           OCH.sub.3                                                                           OCH.sub.3                                                                            CH    161-164                                457  CH.sub.3                                                                           CN     SO.sub.2 Et                                                                           OCH.sub.3                                                                           CH.sub.3                                                                             N     170-174                                458  CH.sub.3                                                                           CN     SO.sub.2 Et                                                                           OCH.sub.3                                                                           Cl    CH    195-200                                459  CH.sub.3                                                                           CN     SO.sub.2 Et                                                                           OEt  N(CH.sub.3).sub.2                                                                    N     >200                                   460  CH.sub.3                                                                           CO.sub.2 CH.sub.3                                                                     Br     OCH.sub.3                                                                           CH.sub.3                                                                             N     192-193                                461  CH.sub.3                                                                           CO.sub.2 CH.sub.3                                                                     Br     OCH.sub.3                                                                           OCH.sub.3                                                                            N     193-197                                462  CH.sub.3                                                                           CO.sub.2 CH.sub.3                                                                     Br     OCH.sub.3                                                                           Cl    CH    194-195                                463  CH.sub.3                                                                           SO.sub.2 Et                                                                           H      OCH.sub.3                                                                           CH.sub.3                                                                             CH    172-173                                464  CH.sub.3                                                                           SO.sub.2 Et                                                                           H      OCH.sub.3                                                                           OCH.sub.3                                                                            CH    183-184                                465  CH.sub.3                                                                           SO.sub.2 Et                                                                           H      CH.sub.3                                                                            OCH.sub.3                                                                            N     189-190                                466  CH.sub.3                                                                           SO.sub.2 Et                                                                           H      OCH.sub.3                                                                           OCH.sub.3                                                                            N     193-194                                __________________________________________________________________________

FORMULATIONS

Useful formulations of the compounds of Formula I can be prepared in conventional ways. They include dusts, granules, pellets, solutions, suspensions, emulsions, wettable powders, emulsifiable concentrates and the like. Many of these may be applied directly. Sprayable formulations can be extended in suitable media and used at spray volumes of from a few liters to several hundred liters per hectare. High strength compositions are primarily used as intermediates for further formulation. The formulations, broadly, contain about 0.1% to 99% by weight of active ingredient(s) and at least one of (a) about 0.1% to 20% surfactant(s) and (b) about 1% to 99.9% solid or liquid inert diluent(s). More specifically, they will contain these ingredients in the following approximate proportions:

    ______________________________________                                                     Weight Percent*                                                                Active                                                                         Ingredient                                                                             Diluent(s)                                                                               Surfactant(s)                                    ______________________________________                                         Wettable Powders                                                                             20-90      0-74     1-10                                         Oil Suspensions,                                                                              3-50     40-95     0-15                                         Emulsions, Solutions,                                                          (including Emulsifiable                                                        Concentrates)                                                                  Aqueous Suspension                                                                           10-50     40-84     1-20                                         Dusts          1-25     70-99     0-5                                          Granules and Pellets                                                                         0.1-95      5-99.9  1-15                                         High Strength 90-99      0-10     0-2                                          Compositions                                                                   ______________________________________                                          *Active ingredient plus at least one of a Surfactant or a Diluent equals       100 weight percent.                                                      

Lower or higher levels of active ingredient can, of course, be present depending on the intended use and the physical properties of the compound. Higher ratios of surfactant to active ingredient are sometimes desirable, and are achieved by incorporation into the formulation or by tank mixing.

Typical solid diluents are described in Watkins, et al., "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Dorland Books, Caldwell, N.J., but other solids, either mined or manufactured, may be used. The more absorptive diluents are preferred for wettable powders and the denser ones for dusts. Typical liquid diluents and solvents are described in Marsden, "Solvents Guide," 2nd Ed., Interscience, New York, 1950. Solubility under 0.1% is preferred for suspension concentrates; solution concentrates are preferably stable against phase separation at 0° C. "McCutcheon's Detergents and Emulsifiers Annual", MC Publishing Corp., Ridgewood, N.J., as well as Sisely and Wood, "Encyclopedia of Surface Active Agents", Chemical Publishing Co., Inc., New York, 1964, list surfactants and recommended uses. All formulations can contain minor mounts of additives to reduce foaming, caking, corrosion, microbiological growth, etc.

The methods of making such compositions are well known. Solutions are prepared by simply mixing the ingredients. Fine solid compositions are made by blending and, usually, grinding as in a hammer or fluid energy mill. Suspensions are prepared by wet milling (see, for example, Littler, U.S. Pat. No. 3,060,084). Granules and pellets may be made by spraying the active material upon preformed granular carriers or by agglomeration techniques. See J. E. Browning, "Agglomeration", Chemical Engineering, Dec. 4, 1967, pp. 147ff. and "Perry's Chemical Engineer's Handbook", 5th Ed., McGraw-Hill, New York, 1963, pp. 8-57ff.

For further information regarding the art of formulation, see for example:

H. M. Loux, U.S. Pat. No. 3,235,361, Feb. 15, 1966, Col. 6, line 16 through Col. 7, line 19 and Examples 10 through 41;

R. W. Luckenbaugh, U.S. Pat. No. 3,309,192, Mar. 14, 1967, Col. 5, line 43 through Col. 7, line 62 and Examples 8, 12, 15, 39, 41, 52, 53, 58, 132, 138-140, 162-164, 166, 167 and 169-182;

H. Gysin and E. Knusli, U.S. Pat. No. 2,891,855, Jun. 23, 1959, Col. 3, line 66 through Col. 5, line 17 and Examples 1-4;

G. C. Klingman, "Weed Control as a Science", John Wiley and Sons, Inc., New York, 1961, pp. 81-96; and

J. D. Fryer and S. A. Evans, "Weed Control Handbook", 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pp. 101-103.

In the following examples, all parts are by weight unless otherwise indicated.

EXAMPLE A

    ______________________________________                                         High Strength Concentrate                                                      ______________________________________                                         methyl 3-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]-                                                          99%                                                carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-2-                                carboxylate                                                                    trimethylnonyl polyethylene  1%                                                glycol ether                                                                   ______________________________________                                    

The surfactant is sprayed upon the active ingredient in a blender and the mixture sifted through a U.S.S. No. 40 sieve (0.42 mm openings) prior to packaging. The concentrate may be formulated further for practical use.

EXAMPLE B

    ______________________________________                                         Wettable Powder                                                                ______________________________________                                         methyl 3[[[[[4-ethoxy-6-(methylamino)-1,3,5-triazin-2-                                                      65%                                               yl]amino]carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-                         2-carboxylate                                                                  dodecylphenol polyethylene glycol ether                                                                      2%                                               sodium ligninsulfonate        4%                                               sodium silicoaluminate        6%                                               montmorillonite (calcined)   23%                                               ______________________________________                                    

The ingredients are thoroughly blended. The liquid surfactant is added by spraying upon the solid ingredients in the blender. After grinding in a hammer mill to produce particles essentially all below 100 microns, the material is reblended and sifted through a U.S.S. No. 50 sieve (0.3 mm opening) and packaged.

EXAMPLE C

    ______________________________________                                         Aqueous Suspension                                                             ______________________________________                                         methyl 3-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]-                                                          50.0%                                              carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-2-                                carboxylate                                                                    polyacrylic acid thickener   0.3%                                              dodecylphenol polyethylene   0.5%                                              glycol ether                                                                   disodium phosphate           1%                                                monosodium phosphate         0.5%                                              polyvinyl alcohol            1.0%                                              water                       56.7%                                              ______________________________________                                    

The ingredients are blended and ground together in a sand mill to produce particles essentially all under 5 microns in size.

EXAMPLE D

    ______________________________________                                         Oil Suspension                                                                 ______________________________________                                         methyl 3[[[[[4-ethoxy-6-(methylamino)-1,3,5-triazin-2-                                                      35%                                               yl]amino]carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-                         2-carboxylate                                                                  blend of polyalcohol carboxylic esters                                                                       6%                                               and oil soluble petroleum sulfonates                                           xylene                       59%                                               ______________________________________                                    

The ingredients are combined and ground together in a sand mill to produce particles essentially all below 3 microns. The product can be used directly, extended with oils, or emulsified in water.

EXAMPLE E

    ______________________________________                                         Oil Suspension                                                                 ______________________________________                                         methyl 3-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]-                                                          25%                                                carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-2-                                carboxylate                                                                    polyoxyethylene sorbitol hexaoleate                                                                         5%                                                highly aliphatic hydrocarbon oil                                                                           70%                                                ______________________________________                                    

The ingredients are ground together in a sand mill until the solid particles have been reduced to under about 5 microns. The resulting thick suspension may be applied directly, but preferably after being extended with oils or emulsified in water.

EXAMPLE F

    ______________________________________                                         Aqueous Suspension                                                             ______________________________________                                         methyl 3[[[[[4-ethoxy-6-(methylamino)-1,3,5-triazine-2-                                                     25%                                               yl]amino]carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-                         2-carboxylate                                                                  hydrated attapulgite          3%                                               crude calcium ligninsulfonate                                                                               10%                                               sodium dihydrogen phosphate   0.5%                                             water                        61.5%                                             ______________________________________                                    

The ingredients are ground together in a ball or roller mill until the solid particles have been reduced to diameters under 10 microns.

EXAMPLE G

    ______________________________________                                         Wettable Powder                                                                ______________________________________                                         methyl 3-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]-                                                          40.0%                                              carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-2-                                carboxylate                                                                    dioctyl sodium sulfosuccinate                                                                               1.5%                                              sodium ligninsulfonate       3%                                                low viscosity methyl cellulose                                                                              1.5%                                              attapulgite                 54%                                                ______________________________________                                    

The ingredients are thoroughly blended, passed through an air mill, to produce an average particle size under 15 microns, reblended, and sifted through a U.S.S. No. 50 sieve (0.3 mm opening) before packaging.

All compounds of the invention may be formulated in the same manner.

EXAMPLE H

    ______________________________________                                         Granule                                                                        ______________________________________                                         wettable powder of Example G                                                                         15%                                                      gypsum                69%                                                      potassium sulfate     16%                                                      ______________________________________                                    

The ingredients are blended in a rotating mixer and water sprayed on to accomplish granulation. When most of the material has reached the desired range of 1.0 to 0.42 cm (U.S.S. #18 to 40 sieves), the granules are removed, dried, and screened. Oversized material is crushed to produce additional material in the desired range. These granules contain % active ingredient.

EXAMPLE I

    ______________________________________                                         Wettable Powder                                                                ______________________________________                                         methyl 3[[[[[4-ethoxy-6-(methylamino)-1,3,5-triazin-2-                                                      50%                                               yl]amino]carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-                         2-carboxylate                                                                  sodium alkylnaphthalenesulfonate                                                                             2%                                               low viscosity methyl cellulose                                                                               2%                                               diatomaceous earth           46%                                               ______________________________________                                    

The ingredients are blended, coarsely hammer-milled and the air milled to produce particles of active essentially all below 10 microns in diameter. The product is reblended before packaging.

EXAMPLE J

    ______________________________________                                         Extruded Pellet                                                                ______________________________________                                         methyl 3-[[[[(4,6-diemthoxy-2-pyrimidinyl)amino]-                                                          25%                                                carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-2-                                carboxylate                                                                    anhydrous sodium sulfate    10%                                                crude calcium ligninsulfonate                                                                               5%                                                sodium alkylnaphthalenesulfonate                                                                            1%                                                calcium/magnesium bentonite 59%                                                ______________________________________                                    

The ingredients are blended, hammer-milled and then moistened with about 12% water. The mixture is extruded as cylinders about 3 mm diameter which are cut to produce pellets about 3 mm long. These may be used directly after drying, or the dried pellets may be crushed to pass a U.S.S. No. 20 sieve (0.84 mm openings). The granules held on a U.S.S. No. 40 sieve (0.42 mm openings) may be packaged for use and the fines recycled.

EXAMPLE K

    ______________________________________                                         Wettable Powder                                                                ______________________________________                                         methyl 3[[[[[4-ethoxy-6-(methylamino)-1,3,5-triazin-2-                                                       80%                                              yl]amino]carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-2-                       carboxylate                                                                    sodium alkylnaphthalenesulfonate                                                                              2%                                              sodium ligninsulfonate         2%                                              synthetic amorphous silica     3%                                              kaolinite                     13%                                              ______________________________________                                    

The ingredients are blended and then ground in a hammer mill to produce particles with an average particle size less than 25 microns in diameter. The material is reblended and sifted through a U.S.S. No. 50 sieve (0.3 mm opening) before being packaged.

EXAMPLE L

    ______________________________________                                         High Strength Concentrate                                                      ______________________________________                                         methyl 3-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]-                                                          98.5%                                              carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-2-                                carboxylate                                                                    silica aerogel              0.5%                                               synthetic amorphous fine silica                                                                            1.0%                                               ______________________________________                                    

The ingredients are blended and ground in a hammer mill to produce a high strength concentrate essentially all passing a U.S.S. No. 50 sieve (0.3 mm openings). This material may then be formulated in a variety of ways.

EXAMPLE M

    ______________________________________                                         Solution                                                                       ______________________________________                                         methyl 3[[[[[4-ethoxy-6-(methylamino)-1,3,5-triazin-2-                         yl]amino]carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-                         2-carboxylate                                                                  sodium salt                   5%                                               water                        95%                                               ______________________________________                                    

The salt is added directly to the water with stirring to produce the solution, which may then be packaged for use.

EXAMPLE N

    ______________________________________                                         Solution                                                                       ______________________________________                                         methyl 3-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]-                              carbonyl]amino]sulfonyl]-1-methyl-1H-pyrrole-2-                                carboxylate                                                                    sodium salt                  5%                                                water                       95%                                                ______________________________________                                    

The salt is added directly to the water with stirring to produce the solution, which may then be packaged for use.

UTILITY

Test results indicate compounds of this invention are active postemergence and preemergence herbicides. Compounds in this invention are useful for the control of selected grass and broadleaf weeds with tolerance to important agronomic crops which include, but are not limited to barley (Hordeum vulgare), cotton (Gossypium hirsutum), rape (Brassica napus), rice (Oryza sativa), and wheat (Triticum aestivum). Grass and broadleaf weed species controlled include, but are not limited to, bedstraw (Galium spp.), brome (Bromus spp.), lambsquarters (Chenopodium spp.), and umbrella sedge (Cyperus spp.). A few compounds in this invention are useful for the control of selected broadleaf weeds such as umbrella sedge in upland and paddy rice.

These compounds also have utility for control of vegetation in specified areas such as around storage tanks, parking lots, highways, and railways; in fallow crop areas; and in citrus and plantation crops such as banana, coffee, oil palm, and rubber. Alternatively, these compounds are useful to modify plant growth or as citrus abscission agents.

A herbicidally effective amount of the compounds of this invention is determined by a number of factors. These factors include: formulation selected, method of application, amount and type of vegetation present, growing conditions, etc. In general, a herbicidally effective amount of the subject compounds is applied at rates from 0.001 to 20 kg/ha with a preferred rate range of 0.004 to 0.25 kg/ha. One skilled in the art can easily determine application rates necessary for the desired level of weed control.

Compounds of this invention may be used alone or in combination with other commercial herbicides, insecticides, or fungicides. The following list exemplifies some of the herbicides suitable for use in mixtures. A combination of a compound from this invention with one or more of the following herbicides may be particularly useful for weed control.

    ______________________________________                                         Common Name                                                                               Chemical Name                                                       ______________________________________                                         acetochlor 2-chloro-N-(ethoxymethyl)-N-                                                   (2-ethyl,-6-methylphenyl)acetamide                                  acifluorfen                                                                               5-[2-chloro-4-(trifluoromethyl)-                                               phenoxy]-2-nitrobenzoic add                                         acrolein   2-propenal                                                          alachlor   2-chloro-N-(2,6-diethylphenyl)-N-                                              (methoxymethyl)acetamide                                            anilofos   S-4-chloro-N-isopropylcarbaniloyl-                                             methyl-O,O-dimethyl phosphorodi-                                               thioate                                                             ametryn    N-ethyl-N'-(1-methylethyl)-6-                                                  (methylthio)-1,3,5-triazine-2,4-                                               diamine                                                             amitrole   1H-1,2,4-triazol-3-amine                                            AMS        ammonium sulfamate                                                  asulam     methyl [(4-aminophenyl)sulfonyl]-                                              carbamate                                                           atrazine   6-chloro-N-ethyl-N'-(1-methylethyl)-                                           1,3,5-triazine-2,4-diamine                                          barban     4-chloro-2-butynyl 3-chlorocarbamate                                benefin    N-butyl-N-ethyl-2,6-dinitro-4-(tri-                                            fluoromethyl)benzenamine                                            bensulfuron                                                                               2-[[[[[(4,6-dimethoxy-2-pyrimi-                                     methyl     dinyl)amino]methylcarbonyl]-                                                   amino]sulfonyl]methyl]benzoic                                                  acid, methyl ester                                                  bensulfide O,O-bis(1-methylethyl) S-[2-                                                   [(phenylsulfonyl)amino]-                                                       ethyl]phosphorodithioate                                            bentazon   3-(1-methylethyl)-(1H)-2,1,3-                                                  benzothiadiazin-4(3H)-one,                                                     2,2-dioxide                                                         benzofluor N-[4-(ethylthio)-2-(trifluoro-                                                 methyl)phenyl]methanesulfonamide                                    benzoylprop                                                                               N-benzoyl-N-(3,4-dichlorophenyl)-DL-                                           alanine                                                             bifenox    methyl 5-(2,4-dichlorophenoxy)-2-                                              nitrobenzoate                                                       bromacil   5-bromo-6-methyl-3-(1-methylpropyl)-                                           2,4(1H,3H)pyrimidinedione                                           bromoxynil 3,5-dibromo-4-hydroxybenzonitrile                                   butachlor  N-(butoxymethyl)-2-chloro-N-(2,6-                                              diethylphenyl)acetamide                                             buthidazole                                                                               3-[5-(1,1-dimethylethyl)-1,3,4-thia-                                           diazol-2-yl]-4-hydroxy-1-methyl-2-                                             imidazolidinone                                                     butralin   4-(1,1-dimethylethyl)-N-(1-methyl-                                             propyl)-2,6-dinitrobenzenamine                                      butylate   S-ethyl bis(2-methylpropyl)-                                                   carbamothioate                                                      cacodylic  dimethyl arsinic oxide                                              acid                                                                           CDAA       2-chloro-N,N-di-2-propenylacetamide                                 CDEC       2-chloroallyl diethyldithiocarbamate                                CGA 142,464                                                                               3-(4,6-dimethoxy-1,3,5-triazin-2-yl)-                                          1-[2-(2-methoxyethoxy)-pehnyl-                                                 sulfonyl]-urea                                                      chloramben 3-amino-2,5-dichlorobenzoic acid                                    chlorbromuron                                                                             3-(4-bromo-3-chlorophenyl)-1-methoxy-1-                                        methylurea                                                          chlorimuron                                                                               2-[[[[(4-chloro-6-methoxy-2-pyrimi-                                 ethyl      dinyl)ethylamino]carbonyl]-                                                    amino]sulfonyl]benzoic                                                         acid, ethyl ester                                                   chlormethoxy-                                                                             2,4-dichlorophenyl 4-nitro-3-                                       nil        methoxyphenyl ether                                                 chlornitrofen                                                                             2,4,6-trichlorophenyl-4-nitro-                                                 phenyl ether                                                        chloroxuron                                                                               N'-[4-(4-chlorophenoxy)phenyl]-N,N-                                            dimethylurea                                                        chlorpropham                                                                              1-methylethyl 3-chlorophenylcarbamate                               chlorsulfuron                                                                             2-chloro-N-[[(4-methoxy-6-methyl-1,3,5-                                        triazin-2-yl)amino]carbonyl]benzene-                                           sulfonamide                                                         chlortoluron                                                                              N'-(3-chloro-4-methylphenyl)-N,N-                                              dimethylurea                                                        cinmethylin                                                                               exo-1-methyl-4-(1-methylethyl)-2-[(2-                                          methylphenyl)methoxy]-7-oxabicyclo-                                            [2.2.l]heptane                                                      clethodim  (E,E)-(±)-2-[1-[[(3-chloro-2-propenyl)-                                     oxy]iminolpropyl]-5-[2-(ethylthio)-                                            propyl]-3-hydroxy-2-cyclohexen-1-one                                clomazone  2-[(2-chlorophenyl)methyl]-4,4-dimethyl-                                       3-isoxazolidinone                                                   cloproxydim                                                                               (EE)-2-[1-[[(3-chloro-2-propenyl)oxy)-                                         imino]butyl]-5-[2-(ethylthio)propyl]-                                          3-hydroxy-2-cyclohexen-1-one                                        clopyralid 3,6-dichloro-2-pyridinecarboxylic acid                              CMA        calcium salt of MAA                                                 cyanazine  2-[[4-chloro-6-(ethylamino)-1,3,5-tri-                                         azin-2-yl]amino]-2-methylpropanenitrile                             cycloate   S-ethyl cyclohexylethylcarbamothioate                               cycluron   3-cyclooctyl-1,1-dimethylurea                                       cyperquat  1-methyl-4-phenylpyridinium                                         cyprazine  2-chloro-4-(cyclopropylamino)-6-(iso-                                          propylamino)-s*-triazine                                            cyprazole  N-[5-(2-chloro-1,1-dimethylethyl)-1,3,4-                                       thiadiazol-2-yl]cyclopropanecarbox-                                            amide                                                               cypromid   3',4'-dichlorocyclopropanecarboxanilide                             dalapon    2,2-dichloropropanoic acid                                          dazomet    tetrahydro-3,5-dimethyl-2H-1,3,5-thia-                                         diazine-2-thione                                                    DCPA       dimethyl 2,3,5,6-tetrachloro-1,4-benzene-                                      dicarboxylate                                                       desmediphan                                                                               ethyl [3-[[(phenylamino)carbonyl]oxy]-                                         phenyl]carbamate                                                    desmetryn  2-(isopropylamino)-4-(methylamino)-6-                                          (methylthio)-s*-triazine                                            diallate   S-(2,3-dichloro-2-propenyl)bis(1-                                              methylethyl)carbamothioate                                          dicamba    3,6-dichloro-2-methoxybenzoic acid                                  dichlobenil                                                                               2,6-dichlorobenzonitrile                                            dichlorprop                                                                               (±)-2-(2,4-dichlorophenoxy)propanoic                                        acid                                                                dichlofop  (±)-2-[4-(2,4-dichlorophenoxy)phenoxy]-                                     propanoic acid, methyl ester                                        diethatyl  N-(chloroacetyl)-N-(2,6-diethylphenyl)-                                        glycine                                                             difenzoquat                                                                               1,2-dimethyl-3,5-diphenyl-1H-pyrazolium                             dimepiperate                                                                              S-1-methyl-1-phenylethylpiperidine-                                            1-carbothioate                                                      dinitramine                                                                               N.sup.3,N.sup.3 -diethyl-2,4-dinitro-6-(trifluoro-                             methyl)-1,3-benzenediamine                                          dinoseb    2-(1-methylpropyl)-4,6-dinitrophenol                                diphenamid N,N-dimethyl-a-phenylbenzeneacetamide                               dipropetryn                                                                               6-(ethylthio)-N,N'-bis(1-methylethyl)-                                         1,3,5-triazine-2,4-diamine                                          diquat     6,7-dihydrodipyrido[1,2-a:2',1'-c]-                                            pyrazinedium ion                                                    diuron     N'-(3,4-dichlorophenyl)-N,N-dimethylurea                            DNOC       2-methyl-4,6-dinitrophenol                                          DSMA       disodium salt of MAA                                                dymron     N-(4-methylphenyl)-N'-(1-methyl-                                               1-phenylethyl)urea                                                  endothall  7-oxabicyclo[2.2.1]heptane-2,3-dicarbox-                                       ylic acid                                                           EPTC       S-ethyl dipropylcarbamothioate                                      esprocarb  S-benzyl-N-ethyl-N-(1,2-dimethyl)-                                  (SC2957)   propyl)thiolcarbamate                                               ethalfluralin                                                                             N-ethyl-N-(2-methyl-2-propenyl)-2,6-                                           dinitro-4-(trifluoromethyl)-                                                   benzenamine                                                         ethofumesate                                                                              (±)-2-ethoxy-2,3-dihydro-3,3-dimethyl-                                      5-benzofuranyl methanesulfonate                                     fenac      2,3,6-trichlorobenzeneacetic acid                                   fenoxaprop (±)-2-[4-[(6-chloro-2-benzoxazolyl)oxy]-                                    phenoxy]propanoic add                                               fenuron    N,N-dimethyl-N'-phenylurea                                          fenuron TCA                                                                               Salt of fenuron and TCA                                             flamprop   N-benzoyl-N-(3-chloro-4-fluorophenyl)-                                         DL-alanine                                                          fluazifop  (±)-2-[4-[[5-(trifluoromethyl)-2-pyri-                                      dinyl]oxy]phenoxy]propanoic acid                                    fluazifop-P                                                                               (R)-2-[4-[[5-(trifluoromethyl)-2-pyri-                                         dinyl]oxy]phenoxy]propanoic acid                                    fluchloralin                                                                              N-(2-chloroethyl)-2,6-dinitro-N-propyl-                                        4-(trifluoromethyl)benzenamme                                       fluometuron                                                                               N,N-dimethyl-N-[3-(trifluoromethyl)-                                           phenyl]urea                                                         fluorochlor-                                                                              3-chloro-4-(chloromethyl)-1-[3-(tri-                                idone      fluoromethyl)phenyl]-2-pyrrolidinone                                fluorodifen                                                                               p*-nitrophenyl a,a,a-trifluoro-2-nitro-                                        p*-tolyl ether                                                      fluorogly- carboxmethyl 5-[2-chloro-4-(tri-                                    cofen      fluoromethyl)phenoxy]-2-nitrobenzoate                               fluridone  1-methyl-3-phenyl-5-[3-(trifluoro-                                             methyl)phenyl]-4(1H)-pyridinone                                     fomesafen  5-[2-chloro-4-(trifluoromethyl)phenoxy]-                                       N-(methylsulfonyl)-2-nitrobenzamide                                 fosamine   ethyl hydrogen (aminocarbonyl)-                                                phosphate                                                           glyphosate N-(phosphonomethyl)glycine                                          haloxyfop  2-[4-[[3-chloro-5-(trifluoromethyl)-2-                                         pyridinyl]oxy]phenoxy]propanoic acid                                hexaflurate                                                                               potassium hexafluoroarsenate                                        hexazinone 3-cyclohexyl-6-(dimethylamino)-1-methyl-                                       1,3,5-triazine-2,4(1H,3H)-dione                                     imazametha-                                                                               6-(4-isopropyl-4-methyl-5-oxo-2-                                    benz       imidazolin-2-yl)-m*-toluic acid,                                               methyl ester and 6-(4-isopropyl-                                               4-methyl-5-oxo-2-imidazohn-2-yl)-                                              p*-toluic acid, methyl ester                                        imazapyr   (±)-2-[4,5-dihydro-4-methyl-4-(1-methyl-                                    ethyl)-5-oxo-1H-imidazol-2-yl]-3-                                              pyridinecarboxylic acid                                             imazaquin  2-[4,5-dihydro-4-methyl-4-(1-methyl-                                           ethyl)-5-oxo-1H-imidazol-2-yl]-3-                                              quinolinecarboxylic add                                             imazethapyr                                                                               (±)-2-[4,5-dihydro-4-methyl-4-(1-methyl-                                    ethyl)-5-oxo-1H-imidazol-2-yl]-5-                                              ethyl-3-pyridinecarboxyhc acid                                      ixoynil    4-hydroxy-3,5-diiodobenzonitrile                                    isopropalin                                                                               4-(1-methylethyl)-2,6-dinitro-N,N-                                             dipropylbenzenamine                                                 isoproturon                                                                               N-(4-isopropylphenyl)-N,N'-dimethylurea                             isouron    N'-[5-(1,1-dimethylethyl)-3-isoxazolyl]-                                       N,N-dimethylurea                                                    isoxaben   N-[3-(1-ethyl-1-methylpropyl)-5-                                               isoxazolyl]-2,6-dimethoxybenzamide                                  karbutilate                                                                               3-[[(dimethylamino)carbonyl]amino]-                                            phenyl-(1,1-dimethylethyl)carbamate                                 lactofen   (±)-2-ethoxy-1-methyl-2-oxoethyl 5-[2-                                      chloro-4-(trifluoromethyl)phenoxy]-                                            2-nitrobenzoate                                                     lenacil    3-cyclohexyl-6,7-dihydro-1H-cyclopenta-                                        pyrimidine-2,4(3H,5H)-dione                                         linuron    N-(3,4-dichlorophenyl)-N-methoxy-N-                                            methylurea                                                          MAA        methylarsonic acid                                                  MAMA       monoammonium salt of MAA                                            MCPA       (4-chloro-2-methylphenoxy)acetic acid                               MCPB       4-(4-chloro-2-methylphenoxy)butanoic                                           acid                                                                MON 7200   S,S-dimethyl-2-(difluoromethyl)-4-                                             (2-methylpropyl)-6-(trifluoromethyl)-                                          3,5-pyridinedicarbothionate                                         mecoprop   (±)-2-(4-chloro-2-methylphenoxy)-                                           propanoic acid                                                      mefenacet  2-(2-benzothiazolyloxy-N-methyl-N-                                             phenylacetamide                                                     mefluidide N-[2,4-dimethyl-5-[[(trifluoromethyl)-                                         sulfonyl]amino]phenyl]acetamide                                     methal-    N-(2-methyl-2-propenyl)-2,6-dinitro-N-                              propalin   propyl-4-(trifluoromethyl)benzenamide                               methabenz- 1,3-dimethyl-3-(2-benzothiazolyl)urea                               thiazuron                                                                      metham     methylcarbamodithioic add                                           methazole  2-(3,4-dichlorophenyl)-4-methyl-1,2,4-                                         oxadiazolidine-3,5-dione                                            methoxuron N'(3-chloro-4-methoxyphenyl)-N,N-                                              dimethylurea                                                        metolachlor                                                                               2-chloro-N-(2-ethyl-6-methylphenyl)-N-                                         (2-methoxy-1-methylethyl)acetamide                                  metribuzin 4-amino-6-(1,1-dimethylethyl)-3-(methyl-                                       thio)-1,2,4-triazin-5(4H)-one                                       metsulfuron                                                                               2-[[[[(4-methoxy-6-methyl-1,3,5-tri-                                methyl     azin-2-yl)amino]carbonyl]-                                                     amino]sulfonyl]benzoic acid,                                                   methyl ester                                                        MH         1,2-dihydro-3,6-pyridazinedione                                     molinate   S-ethyl hexahydro-1H-azepine-1-carbo-                                          thioate                                                             monolinuron                                                                               3-(p*-chlorophenyl)-1-methoxy-1-methyl-                                        urea                                                                monuron    N'-(4-chlorophenyl)-N,N-dimethylurea                                monuron TCA                                                                               Salt of monuron and TCA                                             MSMA       monosodium salt of MAA                                              napropamide                                                                               N,N-diethyl-2-(1-naphthalenyloxy)-                                             propanamide                                                         naptalam   2-[(1-naphthalenylamino)carbonyl]-                                             benzoic acid                                                        neburon    1-butyl-3-(3,4-dichlorophenyl)-1-methyl-                                       urea                                                                nicosulfuron                                                                              2-[[(4,6-dimethoxypyrimidin-2-yl)-                                             aminocarbonyl]aminosulfonyl]-N,N-                                              dimethyl-3-pyridinecarboxamide                                      nitralin   4-(methylsulfonyl)-2,6-dinitro-N,N-                                            dipropylaniline                                                     nitrofen   2,4-dichloro-1-(4-nitrophenoxy)benzene                              nitrofluorfen                                                                             2-chloro-1-(4-nitrophenoxy)-4-(tri-                                            fluoromethyl)benzene                                                norea      N,N-dimethyl-N'-(octahydro-4,7-methano-                                        1H-inden-5-yl)urea 3aa,-                                                       4a,5a,7a,7aa-isomer                                                 norflurazon                                                                               4-chloro-5-(methylamino)-2-[3-(tri-                                            fluoromethyl)phenyl]-3(2H)-                                                    pyridazinone                                                        oryzalin   4-(dipropylamino)-3,5-dinitro-                                                 benzenesulfonamide                                                  oxadiazon  3-[2,4-dichloro-5-(1-methylethoxy)-                                            phenyl]-5-(1,1-dimethylethyl)-                                                 1,3,4-oxadiazol-2(3H)-one                                           oxyfluorfen                                                                               2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-                                        (trifluoromethyl)benzene                                            paraquat   1,1'-dimethyl-4,4'-dipyridinium ion                                 pebulate   S-propyl butylethylcarbamothioate                                   pendimethalin                                                                             N-(1-ethylpropyl)-3,4-dimethyl-2,6-                                            dinitrobenzenamine                                                  perfluidone                                                                               1,1,1-trifluoro-N-[2-methyl-4-(phenyl-                                         sulfonyl)phenyl]methanesulfonamide                                  phenmedipham                                                                              3-[(methoxycarbonyl)amino]phenyl (3-                                           methylphenyl)carbamate                                              picloram   4-amino-3,5,6-trichloro-2-pyridine-                                            carboxylic acid                                                     PPG-1013   5-[2-chloro-4-(trifluoromethyl)-                                               phenoxy]-2-nitroacetophenone                                                   oxime-O-acetic acid, methyl ester                                   pretilachlor                                                                              a-chloro-2,6-diethyl-N-(2-propoxy-                                             ethyl)acetanilide                                                   procyazine 2-[[4-chloro-6-(cyclopropylamino)-1,3,5-                                       triazine-2-yl]amino]-2-methylpropane-                                          nitrile                                                             profluralin                                                                               N-(cyclopropylmethyl)-2,6-dinitro-N-                                           propyl-4-(trifluoromethyl)benzenamine                               prometon   6-methoxy-N,N'-bis(1-Methylethyl)-1,3,5-                                       triazine-2,4-diamine                                                prometryn  N,N'-bis(1-methylethyl)-6-(methylthio)-                                        1,3,5-triazine-2,4-diamine                                          pronamide  3,5-dichloro-N-(1,1-dimethyl-2-propyn-                                         yl)benzamide                                                        propachlor 2-chloro-N-(1-methylethyl)-N-                                                  phenylacetamide                                                     propanil   N-(3,4-dichlorophenyl)propanamide                                   propazine  6-chloro-N,N'-bis(1-methylethyl)-                                              1,3,5-triazine-2,4-diamine                                          propham    1-methylethyl phenylcarbamate                                       prosulfalin                                                                               N-[[4-(dipropylamino)-3,5-dinitro-                                             phenyl]sulfonyl]-S,S-dimethylsulfil-                                           imine                                                               prynachlor 2-chloro-N-(1-methyl-2-propynyl)acet-                                          anilide                                                             pyrazolate 4-(2,4-dichlorobenzoyl)-1,3-dimethyl-                                          pyrazol-5-yl-p*-toluenesulphonate                                   pyrazon    5-amino-4-chloro-2-phenyl-3(2H)-                                               pyridazinone                                                        pyrazosulfuron                                                                            ethyl S-[3-(4,6-dimethoxypyrimidin-2-                               ethyl      yl)ureadosulfonyl]-1-methylpyrazole-                                           4-carboxylate                                                       quinclorac 3,7-(dichloro-8-quinoline carboxylic acid                           quizalofop (±)-2-[4-[(6-chloro-2-quinoxalinyl)-                             ethyl      oxy]phenoxy]propanoic acid, ethyl                                              ester                                                               secbumeton N-ethyl-6-methoxy-N'-(1-methylpropyl)-                                         1,3,5-triazine-2,4-diamide                                          sethoxydim 2-[1-(ethoxyimino)butyl]-5-[2-(ethyl-                                          thio)propyl]-3-hydroxy-2-cyclohexen-                                           1-one                                                               siduron    N-(2-methylcyclohexyl)-N'-phenylurea                                simazine   6-chloro-N,N'-diethyl-1,3,5-triazine-                                          2,4-diamine                                                         SK-233     1-(a,a-dimethylbenzyl)-3-(4-methyl-                                            phenyl)urea                                                         sulfometuron                                                                              2-[[[[(4,6-dimethyl-2-pyrimidinyl)-                                 methyl     amino]carbonyl]amino]sulfonyl]-                                                benzoic acid, methyl eater                                          TCA        trichloroacetic acid                                                tebuthiuron                                                                               N-[5-(1,1-dimethylethyl)-1,3,4-thiadi-                                         azol-2-yl]-NIN'-dimethylurea                                        terbacil   5-chloro-3-(1,1-dimethylethyl)-6-                                              methyl-2,4(1H,3H)-Pyrimidinedione                                   terbuchlor N-(butoxymethyl)-2-chloro-N-12-(1,1-                                           dimethylethyl)-6-methylphenyl]-                                                acetamide                                                           terbuthyl- 2-(tert*-butylamino)-4-chloro-6-(ethyl-                             azine      amino)-s*-triazine                                                  terbutol   2,6-di-tert*-butyl-p*-tolyl methylcar-                                         bamate                                                              terbutryn  N-(1,1-dimethylethyl)-N'-ethyl-6-                                              (methylthio)-1,3,5-triazine-                                                   2,4-diamine                                                         thifensul- 3-[[[[(4-methoxy-6-methyl-1,3,5-triazin-                            furon      2-yl)amino]carbonyl]amino]sulfonyl]-                                methyl     2-thiophenecarboxylic acid, methyl                                             ester                                                               thiobencarb                                                                               S-[(4-chlorophenyl)methyl] diethylcar-                                         bamothioate                                                         triallate  S-(2,3,3-trichloro-2-propenyl) bis(1-                                          methylethyl)carbamothioate                                          tribenuron 2-[[[[N-(4-methoxy-6-methyl-1,3,5-                                  methyl     triazine-2-yl)-N-methylamino]-                                                 carbonyl]amino]sulfonyl]benzoic                                                acid, methyl ester                                                  triclopyr  [(3,5,6-trichloro-2-pyridinyl)-                                                oxy]acetic acid                                                     tridiphane 2-(3,5-dichlorophenyl)-2-(2,2,2-                                               trichloroethyl)oxirane                                              trifluralin                                                                               2,6-dinitro-N,N-dipropyl-4-(tri-                                               fluoromethyl)benzenamine                                            trimeturon 1-(p*-chlorophenyl)-2,3,3-trimethylpseu-                                       dourea                                                              2,4-D      (2,4-dichlorophenoxy)acetic acid                                    2,4-DB     4-(2,4-dichlorophenoxy)butanoic acid                                vernolate  S-propyl dipropylcarbamothioate                                     xylachlor  2-chloro-N-(2,3-dimethylphenyl)-N-                                             (1-methylethyl)acetamide                                            ______________________________________                                    

Herbicidal properties of the subject compounds were discovered in a number of greenhouse tests. Test procedures and results follow.

TEST A

Seeds of barley (Hordeum vulgare), barnyardgrass (Echinochloa crus-galli), blackgrass (Alopecurus myosuroides), cheatgrass (Bromus secalinus), chickweed (Stellaria media), cocklebur (Xanthium pensylvanicum), corn (Zea mays), cotton (Gossypim hirsutum), crabgrass (Digitaria spp.), bedstraw (Galium aparine), giant foxtail (Setaria faberii), lambsquarters (Chenopodium album), morningglory (Ipomoea hederacea), rape (Brassica napus), rice (Oryza sativa), sorghum (Sorghum bicolor), soybean (Glycine max), sugar beet (Beta vulgaris), velvetleaf (Abutilon theophrasti), wheat (Triticum aestivum), wild buckwheat (Polygonum convolvulus), and wild oat (Avena fatua) and purple nutsedge (Cyperus rotundus) tubers were planted and treated preemergence with test chemicals dissolved in a non-phytotoxic solvent. At the same time, these crop and weed species were also treated with postemergence applications of test chemicals. Plants ranged in height from two to eighteen cm (one to four leaf stage) for postemergence treatments. Treated plants and controls were maintained in a greenhouse for twelve to sixteen days, after which all species were compared to controls and visually evaluated. Plant response ratings, summarized in Table A, are based on a scale of 0 to 10 where 0 is no effect and 10 is complete control. A dash (-) response means no test result.

    TABLE A       - TEST A       COMPOUND       Rate (200 g/ha) 165 166 167 168 169 170 171       POSTEMERGENCE       Barley 9 9 9 7 9 9 9       Barnyardgrass 9 9 10 9 9 9 9       Bedstraw 8 9 9 9 10 10 8       Blackgrass 9 9 9 9 10 10 9       Cheatgrass 8 10 9 8 9 9 9       Chickweed 9 10 10 9 9 9 3       Cocklebur 9 9 9 -- 10 10 7       Corn 10 10 10 10 9 10 9       Cotton 9 10 10 9 9 10 9       Crabgrass 9 10 8 5 10 10 8       Giant foxtail 9 10 9 9 10 10 9       Lambsquarters 10 10 10 10 10 10 9       Morningglory 10 10 10 10 10 10 8       Nutsedge 9 9 9 10 10 9 0       Rape 9 9 10 9 9 9 5       Rice 9 9 9 9 9 10 9       Sorghum 9 10 10 10 10 10 9       Soybean 9 9 9 9 9 9 9       Sugar beet 9 9 10 9 9 9 10       Velvetleaf 9 9 9 9 9 9 7       Wheat 10 8 9 8 9 9 9       Wild buckwheat 10 10 10 9 9 10 8       Wild oat 9 9 10 8 9 10 10       COMPOUND       Rate (200 g/ha) 165 166 167 168 169 170 171       PREEMERGENCE       Barley 8 9 8 2 3 2 2       Barnyardgrass 9 9 9 9 9 9 7       Bedstraw 7 7 9 6 8 9 4       Blackgrass 7 8 9 8 3 9 0       Cheatgrass 8 8 9 8 4 8 0       Chickweed 9 9 9 8 9 9 2       Cocklebur -- 8 6 1 2 8 2       Corn 7 9 9 8 8 7 3       Cotton 8 8 7 3 5 9 2       Crabgrass 9 9 8 7 9 9 9       Giant foxtail 9 9 9 7 9 9 9       Lambsquarters 9 9 9 8 9 9 7       Morningglory 0 6 5 4 4 9 0       Nutsedge 9 9 9 9 0 10 3       Rape 9 9 9 9 9 9 2       Rice 9 9 9 9 10 9 9       Sorghum 9 9 9 9 9 9 7       Soybean 8 9 8 4 7 8 5       Sugar beet 9 9 9 8 9 9 7       Velvetleaf 3 8 8 8 1 7 2       Wheat 8 9 9 5 7 9 2       Wild buckwheat 7 7 8 3 7 9 0       Wild oat 8 8 9 3 4 6 0        COMPOUND       Rate (100 g/ha) 93       POSTEMERGENCE       Barley 4       Bedstraw 6       Blackgrass 5       Cheatgrass 4       Chickweed 2       Lambsquarters 9       Rape 4       Sugar beet 8       Wheat 5       Wild buckwheat 9       Wild oat 5        COMPOUND       Rate (100 g/ha) 93       PREEMERGENCE       Barley 0       Bedstraw 0       Blackgrass 2       Cheatgrass 0       Chickweed 8       Lambsquarters 5       Rape 0       Sugar beet 5       Wheat 0       Wild buckwheat 0       Wild oat 0       COMPOUND       Rate (50 g/ha) 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 2      3 24 25 26 27 28 29       POSTEMERGENCE       Barley 9 8 7 7 8 9 9 9 8 8 9 8 9 9 2 4 0 7 8 4 5 3 9 8 9 9 9 9 9              Barnyardgrass 9 9 9 9 10 9 9 9 9 9 10 10 10 9 2 3 2 7 9 7 2 7 9      8 9 9 9 9 10       Bedstraw 9 9 10 9 10 9 7 9 4 5 8 4 7 5 5 3 0 2 5 6 6 6 7 9 8 9 8 8 10         Blackgrass 8 8 9 8 9 9 9 8 8 9 9 9 9 9 7 4 3 8 9 3 8 5 10 8 10 10 9 9      8       Cheatgrass 9 9 9 7 9 9 9 9 8 9 9 9 9 5 6 4 5 7 7 4 8 3 9 6 9 10 9 9 9         Chickweed 9 8 9 8 9 9 6 9 10 10 10 -- -- 10 -- -- -- -- 10 8 9 7 10      10 10 10 10 7 10       Cocklebur 9 9 6 5 8 3 0 3 9 9 9 8 9 2 0 8 7 3 5 3 3 0 8 0 -- -- -- --      --       Corn 9 9 10 9 10 9 9 9 9 9 9 9 10 9 7 7 7 9 9 9 6 7 10 9 9 9 10 9 10          Cotton 9 9 9 9 9 9 10 9 9 9 9 9 9 9 4 5 0 4 9 5 3 1 9 9 9 9 10 9 9         Crabgrass 9 9 9 6 10 5 6 6 -- -- -- -- -- -- -- -- -- -- -- 5 3 0 7 9      8 9 9 7 9       Giant foxtail 9 9 9 6 9 9 9 7 9 8 10 8 10 10 7 3 2 7 8 6 8 8 9 9 9 9 9      9 10       Lambsquarters 9 9 9 9 10 9 9 9 9 9 9 10 10 9 4 8 7 6 7 9 9 8 9 7 10 10      10 10 10       Morningglory 9 9 10 9 10 9 9 9 7 9 10 9 10 9 8 5 7 7 9 8 2 3 9 9 10 9 9      9 10       Nutsedge 9 9 10 9 10 9 3 7 8 9 5 6 2 5 0 0 0 0 2 4 7 0 3 5 -- 9 9 9 --        Rape 6 9 9 8 9 9 0 0 7 9 9 8 9 9 0 8 2 0 9 7 9 7 9 10 9 9 9 9 9              Rice 9 9 9 9 9 9 9 9 9 9 9 9 10 9 9 6 8 9 9 9 9 9 9 9 9 9 9 9 9        Sorghum 9 9 9 9 9 9 9 9 9 9 9 10 9 9 7 6 6 9 9 9 9 6 9 9 9 9 10 9 10         Soybean 9 9 9 7 9 9 8 9 9 9 9 9 9 9 3 3 4 5 6 8 7 0 9 9 9 9 9 9 9           Sugar beet 9 10 9 7 9 9 7 9 8 9 9 8 9 9 2 3 3 3 8 9 9 4 9 10 10 10      10 9 10       Velvetleaf 9 9 9 9 10 7 6 9 4 8 9 7 9 9 2 0 0 6 9 6 8 2 9 9 9 9 10 9 9        Wheat 9 8 6 7 7 9 8 8 9 9 9 8 9 9 2 1 0 8 9 4 5 3 9 9 8 9 9 8 9              Wild buckwheat 9 9 9 9 9 9 6 9 7 7 9 8 7 8 0 0 0 3 3 8 8 3 8 8 9      9 9 9 10       Wild oat 9 9 9 7 8 9 9 8 9 10 9 9 10 9 4 1 0 7 7 6 7 2 9 9 9 10 10 9      10       COMPOUND       Rate (50 g/ha) 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 4      9 50 51 52 53 54 55 56 57 58       POSTEMERGENCE       Barley 9 9 8 8 9 8 9 6 6 3 0 8 5 3 0 0 0 4 2 4 7 8 9 9 6 3 7 8 7              Barnyardgrass 9 9 9 8 9 9 9 2 8 3 3 9 6 1 3 1 3 1 1 6 9 9 -- 9 9      9 9 9 9       Bedstraw 8 7 6 6 5 8 9 4 7 9 5 9 7 0 5 0 0 3 2 6 9 10 2 7 8 7 8 9 9           Blackgrass 7 8 7 6 9 10 9 0 3 2 0 4 3 4 2 2 0 3 0 0 9 9 2 9 7 7 8 9      9       Cheatgrass 9 8 7 8 9 8 8 4 5 3 0 6 5 2 3 0 3 5 0 2 9 9 3 9 7 6 7 8 9          Chickweed 9 6 6 9 10 8 10 6 9 -- 3 10 10 -- 10 0 2 9 4 9 9 10 4 10      10 8 3 10 9       Cocklebur -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      10 10 -- 10 10 9 9 10 9       Corn 10 9 9 9 9 9 9 8 9 9 4 9 9 3 7 1 6 9 7 9 9 9 -- 9 9 5 9 9 9              Cotton 10 9 9 8 8 9 9 0 7 9 5 9 9 0 3 0 0 2 0 9 9 9 -- 9 9 9 9 9      9       Crabgrass 9 7 1 2 7 8 9 3 0 0 0 3 1 0 0 3 0 0 2 1 3 9 -- 9 4 0 0 4 1          Giant foxtail 10 9 7 7 9 9 9 2 4 2 0 8 4 1 0 0 0 3 0 2 9 9 -- 9 7 1      3 9 9       Lambsquarters 10 8 10 9 9 9 10 9 9 9 9 -- 8 4 7 9 8 2 5 9 10 10 7 10 10      8 7 -- 10       Morningglory 9 9 9 9 9 9 9 8 9 8 4 10 9 5 8 6 6 5 7 9 10 10 -- 9 10 9 0      9 9       Nutsedge -- 2 0 0 0 0 8 -- 6 8 0 5 0 0 0 0 -- 0 0 0 9 10 -- 9 9 -- 9 9      10       Rape 10 7 3 8 8 1 9 7 8 8 8 10 10 2 2 0 4 6 0 9 9 10 8 9 9 9 9 9 10           Rice 9 9 9 9 10 9 9 8 8 7 2 9 9 4 3 1 3 9 4 8 9 10 -- 9 9 8 9 9 9         Sorghum 10 9 9 9 9 9 9 4 8 2 0 9 4 1 1 0 0 3 1 3 8 9 -- 9 9 3 9 9 9         Soybean 9 9 9 5 8 8 9 4 8 7 2 9 9 2 3 0 2 3 2 9 9 9 -- 9 9 6 8 9 9          Sugar beet 10 9 8 9 9 9 9 9 10 8 9 10 9 3 9 8 8 9 8 9 10 9 7 9 9 8 7      9 9       Velvetleaf 9 7 8 7 6 8 9 9 9 9 2 9 8 1 7 2 0 1 4 5 9 10 -- 9 8 9 9 10      10       Wheat 9 8 7 8 9 8 9 2 3 2 0 8 6 1 1 1 2 3 0 3 7 9 8 9 2 2 3 7 7               Wild buckwheat 10 3 0 6 3 6 8 8 7 9 9 9 9 0 3 2 0 5 2 6 7 10 2      8 8 7 -- 8 7       Wild oat 10 9 9 9 9 9 9 3 6 4 0 9 6 1 0 0 0 5 0 3 8 9 8 8 7 0 8 8      7       COMPOUND       Rate (50 g/ha) 59 60 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75 76 77 7      8 79 80 81 82 83 84 85 86 87       POSTEMERGENCE       Barley 8 7 2 8 9 8 8 6 3 9 0 5 0 0 7 7 4 2 8 6 5 2 9 9 8 8 8 -- 4             Barnyardgrass 8 7 5 9 9 9 9 8 9 9 8 9 5 3 9 9 4 1 9 9 7 0 9 9 9 9      4 9 4       Bedstraw 9 10 8 5 8 8 7 8 8 5 7 9 9 6 7 9 8 8 6 8 4 2 6 8 9 8 8 -- 3          Blackgrass 8 8 5 9 10 10 9 9 8 7 1 7 5 3 9 9 6 2 9 9 8 3 9 9 10 9 9      -- 8       Cheatgrass 9 8 6 9 10 10 9 7 9 9 8 3 2 3 9 9 2 3 9 9 4 2 9 9 10 9 8 --      8       Chickweed 10 10 8 5 10 9 9 0 9 -- 9 9 9 -- 9 9 10 9 10 9 4 0 9 10 10 9      7 -- 2       Cocklebur 10 10 9 9 10 10 9 9 10 9 9 -- 9 8 9 9 9 -- -- -- -- -- -- --      -- -- -- -- --       Corn 9 9 3 0 9 9 9 9 3 9 5 9 9 2 7 9 9 7 5 9 6 2 0 7 9 9 9 1 0       Cotton 9 9 9 9 9 10 9 9 9 9 9 9 9 8 9 9 10 9 9 9 6 2 9 9 9 9 9 9 9            Crabgrass 6 0 0 5 5 9 10 4 2 6 2 6 3 0 4 5 2 0 6 7 0 0 5 7 -- 6 3      3 2       Giant foxtail 8 5 0 7 9 9 9 5 5 8 5 8 2 1 9 10 8 6 9 9 7 0 8 9 9 9 3 6      2       Lambsquarters 9 9 7 9 10 10 9 9 10 9 -- 9 9 8 9 9 9 8 9 9 8 3 10 10 10      10 9 -- 7       Morningglory 9 9 9 9 10 10 9 9 9 9 9 9 10 7 9 10 7 8 9 9 7 5 10 10 10 9      9 10 9       Nutsedge 10 10 9 9 9 10 6 7 9 -- 9 9 -- 5 8 10 5 0 10 10 0 0 3 9 10 7 0      8 0       Rape 9 9 10 9 10 9 9 8 10 9 9 10 9 7 9 9 9 9 9 9 9 7 9 9 9 9 9 -- 8           Rice 9 9 8 9 9 9 9 9 8 9 7 9 8 4 9 9 9 7 9 9 9 8 9 9 9 10 9 9 8           Sorghum 9 9 3 10 9 10 9 8 9 9 3 4 1 2 9 9 3 2 9 9 3 0 9 9 9 9 9 9 8       Soybean 9 9 7 9 9 9 9 8 9 9 9 9 9 1 9 9 8 8 9 9 6 3 9 9 9 9 9 9 6             Sugar beet 9 9 10 9 9 9 9 9 9 10 10 10 10 10 9 9 10 9 10 9 9 7 9      9 9 9 9 -- 7       Velvetleaf 9 9 9 9 9 10 9 9 9 9 9 9 9 8 9 9 9 8 9 9 5 0 9 10 10 9 9 9 9       Wheat 7 3 1 9 9 9 9 9 2 6 0 0 0 0 7 7 3 0 8 9 8 2 8 9 9 9 8 -- 4              Wild buckwheat 9 9 9 10 9 9 9 8 10 7 7 10 4 0 8 9 7 1 8 9 5 0 9      9 9 9 9 -- 7       Wild oat 8 7 0 9 9 9 10 9 3 8 0 2 0 0 9 9 8 2 9 9 9 2 9 8 4 9 9 --      3       COMPOUND       Rate (50 g/ha) 88 89 90 91 92 93 94 95 96 97 98 99 100 101 102 103 104      105 106 107 108 109 110 111 112       POSTEMERGENCE       Barley 7 8 8 3 3 8 8 9 8 8 8 6 4 7 9 9 9 9 3 9 9 9 9 9 8       Barnyardgrass 9 9 7 0 5 9 9 9 9 8 8 7 7 6 9 9 9 8 4 9 9 9 9 9 9               Bedstraw 8 -- 8 8 7 8 9 9 8 7 9 7 7 5 9 9 7 8 7 9 9 9 9 8 9           Blackgrass 8 9 9 9 9 9 9 9 9 9 9 9 9 8 9 9 9 9 5 9 9 9 10 9 9             Cheatgrass 8 9 8 7 9 9 9 9 6 8 9 4 3 6 9 9 9 9 5 9 9 9 9 9 9            Chickweed 10 9 9 10 3 9 9 9 10 9 9 9 9 3 9 10 3 7 2 10 9 10 9 10      --       Cocklebur -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- --       Corn 5 9 9 9 0 9 9 9 9 9 9 9 7 0 0 0 0 9 0 9 9 9 9 9 6       Cotton 9 10 9 9 9 9 9 9 10 9 9 9 9 2 8 9 5 8 4 10 9 10 10 10 10               Crabgrass 5 6 6 2 0 8 7 8 5 3 5 2 1 2 3 1 5 7 0 9 9 9 9 8 --          Giant foxtail 5 8 8 3 0 9 9 9 9 8 9 5 4 3 7 7 7 8 0 9 7 9 10 9 6           Lambsquarters 8 9 9 -- 5 9 9 10 9 9 -- 8 7 8 9 10 3 8 -- 10 10 10      10 10 9       Morningglory 10 9 9 9 9 9 10 9 9 9 10 9 9 8 9 9 9 9 8 9 9 8 10 10 9           Nutsedge 9 9 -- 0 -- -- -- -- -- -- -- -- -- -- 10 8 0 0 0 10 9 9 9      10 9       Rape 9 9 9 9 6 9 9 9 9 9 9 9 9 9 9 9 9 5 7 9 9 9 10 9 8       Rice 9 8 9 9 9 9 9 9 9 9 9 9 9 9 10 9 10 9 7 9 10 9 10 9 9       Sorghum 9 9 9 9 9 9 9 9 9 9 9 9 9 5 9 9 9 9 8 9 9 9 9 9 9       Soybean 9 8 9 9 3 9 9 9 9 8 9 9 9 0 3 9 0 2 1 9 9 9 9 9 9       Sugar beet 9 10 9 10 5 10 9 9 9 9 9 9 9 9 9 9 8 9 9 9 9 9 9 9 8               Velvetleaf 10 10 8 9 6 9 9 9 9 8 9 10 9 7 7 9 5 5 2 10 9 10 10      10 10       Wheat 4 4 4 4 1 9 9 9 9 9 9 3 3 6 9 9 9 9 4 9 9 9 9 9 8       Wild buckwheat 7 9 9 9 5 -- -- -- -- 9 -- 9 9 6 9 -- -- -- -- 10 10 10      -- -- 9       Wild oat 4 2 7 7 0 9 9 9 9 9 9 9 8 6 9 9 9 9 0 9 9 9 9 7 6       COMPOUND       Rate (50 g/ha) 113 114 115 116 117 118 119 120 121 122 123 124 125 126      127 128 129 130 131 132 133 134       POSTEMERGENCE       Barley 7 8 7 6 3 0 9 8 9 9 7 8 4 3 0 2 0 1 1 3 1 2       Barnyardgrass 9 9 9 9 7 5 9 9 9 9 5 9 3 9 0 2 0 5 0 0 0 0       Bedstraw 8 9 10 8 9 8 8 7 8 9 3 2 3 7 9 2 3 6 7 8 8 7       Blackgrass 9 9 9 10 8 9 9 9 9 9 4 7 4 6 4 4 2 6 6 7 6 3       Cheatgrass 9 8 9 8 8 5 9 9 9 9 7 8 7 5 2 2 0 6 6 3 2 0       Chickweed 2 7 9 9 9 4 10 9 10 9 4 9 8 9 5 2 4 10 9 10 2 0       Cocklebur -- -- -- -- -- -- -- -- -- -- 6 9 10 10 6 10 4 9 10 10 9 9          Corn 9 9 9 9 4 0 9 9 9 9 0 5 2 9 7 0 0 6 5 9 7 2       Cotton 9 9 10 10 10 9 9 10 10 9 9 9 10 10 9 9 9 9 9 9 9 2       Crabgrass 5 8 4 6 0 3 9 8 9 9 2 4 2 2 2 0 0 0 0 0 0 0       Giant foxtail 7 9 7 8 2 2 9 9 9 9 2 3 1 3 1 0 0 2 2 0 0 0       Lambsquarters -- -- 9 9 9 7 -- -- 10 -- 9 10 -- 10 9 9 7 9 10 10 10 --        Morningglory 8 9 10 10 10 9 10 10 10 10 5 9 10 9 10 9 1 6 9 10 10 9          Nutsedge -- 9 9 10 7 9 9 9 9 9 -- 8 9 9 7 8 -- 8 10 9 7 3       Rape 9 9 9 9 9 9 9 9 10 9 8 9 9 9 9 9 8 8 9 9 9 9       Rice 9 9 8 9 9 7 9 9 9 9 8 8 7 9 9 4 0 8 2 8 9 0       Sorghum 9 9 9 9 9 7 9 9 9 9 1 5 3 8 8 9 0 6 7 8 9 0       Soybean 2 9 9 9 9 1 9 9 9 9 7 9 8 8 8 3 6 9 9 9 9 1       Sugar beet 5 9 8 10 9 7 9 9 9 9 8 10 10 10 10 9 8 9 9 9 9 6       Velvetleaf 9 10 10 10 10 9 10 10 10 9 10 9 9 10 2 9 9 9 10 10 6 9             Wheat 3 5 7 3 0 0 9 9 9 9 2 2 0 0 0 2 0 0 0 2 1 0       Wild buckwheat 5 8 9 9 9 7 9 9 9 9 7 8 9 9 9 9 6 7 9 9 8 9       Wild oat 9 9 9 8 5 2 9 7 9 9 7 6 2 3 2 2 1 0 3 4 3 2

    TABLE A       - TEST A       COMPOUND       Rate (50 g/ha) 135 136 137 138 139 140 141 142 143 144 145 146 147 148      149 150 151 152 165 166 167 168       POSTEMERGENCE       Barley 9 7 8 9 7 9 8 9 8 9 5 7 9 9 9 9 7 5 8 8 9 3       Barnyardgrass 9 7 9 9 7 9 9 9 9 9 0 9 9 9 9 8 5 8 9 9 9 9       Bedstraw 9 9 9 9 8 7 8 9 9 9 7 8 9 9 9 9 9 9 7 9 9 9       Blackgrass 9 4 8 9 7 9 9 9 9 9 8 9 9 9 9 9 9 9 8 9 8 7       Cheatgrass 9 8 9 9 8 9 8 9 9 9 3 9 9 9 9 9 8 9 8 9 9 7       Chickweed 8 0 8 8 4 7 4 9 10 8 4 7 9 10 10 9 8 7 9 10 9 8       Cocklebur 9 9 8 9 9 9 9 10 10 9 8 10 10 10 10 10 9 10 9 9 9 8       Corn 8 8 9 9 5 9 2 9 9 9 8 8 0 6 9 9 9 3 9 10 10 9       Cotton 9 9 9 9 9 9 9 9 10 9 9 9 10 10 9 9 9 9 9 10 10 9       Crabgrass 2 2 3 6 0 2 1 6 9 3 0 2 3 2 6 2 2 2 9 8 4 3       Giant foxtail 7 4 7 9 6 9 3 8 9 9 2 5 7 6 9 9 6 3 9 9 9 9       Lambsquarters 8 9 9 9 -- 9 9 9 10 9 9 10 10 10 10 10 9 9 10 9 10 9            Morningglory 9 9 10 9 10 10 2 9 9 9 9 9 10 9 10 10 10 10 5 10 10      10       Nutsedge 6 8 9 -- 6 8 9 9 10 9 0 9 9 9 9 9 7 8 8 9 9 9       Rape 2 9 7 2 2 3 9 9 9 9 9 9 9 10 9 9 9 9 9 9 9 9       Rice 9 9 9 9 9 9 9 9 10 10 9 9 9 9 10 9 10 9 9 9 9 9       Sorghum 9 9 9 9 7 9 9 9 10 10 9 9 9 9 9 9 9 9 9 9 10 9       Soybean 9 9 8 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9       Sugar beet 9 8 9 9 8 9 9 8 10 9 9 9 8 9 9 9 9 9 9 10 10 9       Velvetleaf 9 9 7 9 9 9 9 10 10 8 4 10 10 10 10 9 9 9 9 9 9 8       Wheat 8 8 9 9 8 9 9 9 9 9 9 8 9 9 9 9 8 4 7 8 8 6       Wild buckwheat -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 9      7 9 8       Wild oat 9 8 9 9 5 9 9 9 9 9 9 8 9 8 9 9 9 3 8 9 9 4       COMPOUND       Rate (50 g/ha) 169 170 171 172 173 174 175 176 177 178 179 180 181 182      183 184 185 186 187 188 189 190       POSTEMERGENCE       Barley 7 4 9 9 9 8 9 8 9 9 7 8 8 9 9 9 9 9 9 8 9 9       Barnyardgrass 9 10 9 7 9 9 9 4 6 9 9 9 9 10 10 10 10 10 9 9 9 9               Bedstraw 8 10 6 8 9 8 7 2 3 5 7 7 7 8 9 9 9 9 9 8 8 8       Blackgrass 9 10 9 9 9 9 9 9 8 9 9 9 9 9 9 9 9 9 10 9 -- 9       Cheatgrass 8 8 8 9 9 8 8 7 7 8 8 7 7 9 9 9 9 9 9 7 9 8       Chickweed 9 9 2 8 8 5 9 3 3 9 7 8 8 4 8 9 9 8 9 4 4 9       Cocklebur 9 9 7 9 9 9 7 2 6 2 6 1 6 9 10 10 10 10 9 3 9 9       Corn 10 10 9 9 10 10 9 9 9 9 8 10 10 10 10 10 9 10 10 9 9 9       Cotton 9 9 8 9 9 8 9 0 2 9 2 8 9 9 10 9 9 9 9 8 9 9       Crabgrass 9 9 8 8 9 7 9 6 7 9 6 9 9 9 10 10 9 10 9 8 9 8       Giant foxtail 9 10 9 9 9 9 9 8 9 9 6 9 9 9 10 10 9 10 9 9 9 9       Lambsquarters 10 9 9 10 10 10 10 5 7 7 7 6 7 10 10 10 10 9 10 7 8 9           Morningglory 10 10 9 9 9 9 9 2 6 8 5 9 9 9 10 10 10 10 9 9 9 9            Nutsedge 7 3 0 9 8 9 3 0 0 9 -- 2 -- 8 9 9 9 9 -- 2 9 5       Rape 9 9 2 7 9 8 8 0 0 2 7 2 7 9 9 9 9 10 9 0 3 0       Rice 9 10 9 9 9 10 10 7 9 9 8 9 9 10 10 10 10 10 10 9 9 9       Sorghum 10 10 9 9 9 9 9 6 8 9 6 9 9 9 9 10 9 10 9 9 9 9       Soybean 9 9 9 9 9 9 9 1 8 9 7 9 9 9 9 9 9 9 9 6 8 9       Sugar beet 9 9 9 9 9 8 8 0 7 8 7 8 9 9 10 9 8 9 9 9 8 9       Velvetleaf 9 9 6 9 9 9 9 0 2 6 3 9 9 9 10 10 9 9 9 6 6 7       Wheat 9 9 9 9 9 4 9 8 8 9 8 8 9 9 9 9 7 9 9 7 8 8       Wild buckwheat 9 10 6 9 9 9 -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Wild oat 9 9 8 9 9 3 9 9 7 9 8 8 8 9 9 9 9 9 9 9 9 9       COMPOUND       Rate (50 g/ha) 191 192 203 204 205 206 207 208 209 210 211 212 213 214      215 216 217 218 219 220 221 222       POSTEMERGENCE       Barley 9 9 9 10 9 9 9 9 9 9 9 9 9 9 7 9 9 9 6 8 5 0       Barnyardgrass 8 6 9 10 9 9 10 9 1 9 9 9 10 9 9 9 10 9 9 9 9 9       Bedstraw 7 7 9 9 9 9 9 9 5 8 10 10 10 10 9 6 7 8 8 8 6 7       Blackgrass 8 9 9 9 9 9 9 9 9 9 9 9 9 9 7 9 9 8 8 9 9 0       Cheatgrass 7 8 9 9 9 9 9 9 9 9 10 9 9 9 8 9 9 9 9 9 2 3       Chickweed 3 9 10 10 10 10 9 9 0 7 9 9 10 10 3 3 7 9 10 9 2 4       Cocklebur 9 9 -- 9 10 9 7 9 1 9 -- 9 9 8 -- -- 7 2 9 5 0 4       Corn 9 9 10 10 10 10 10 9 7 9 9 10 10 9 9 9 9 9 8 10 9 8       Cotton 9 9 9 9 10 9 9 9 5 9 10 10 10 10 10 9 10 10 9 9 8 9       Crabgrass 2 9 9 10 10 9 10 9 3 8 6 7 6 3 2 2 8 5 2 6 6 0       Giant foxtail 8 9 9 10 10 10 10 10 7 9 9 10 9 8 7 9 9 8 7 9 6 4               Lambsquarters 9 -- 10 10 10 10 10 10 5 9 10 10 10 10 9 9 10 10      9 9 5 10       Morningglory 9 9 9 9 10 9 10 9 7 9 9 10 9 10 9 9 10 10 10 9 7 10              Nutsedge 6 5 9 9 -- 8 10 10 -- 9 10 -- 9 -- 9 0 9 10 10 4 -- --        Rape 7 7 10 9 9 9 9 9 0 8 9 9 9 10 9 2 9 9 9 9 9 9       Rice 9 10 9 10 10 10 9 9 9 9 10 10 10 9 9 9 9 9 9 9 9 9       Sorghum 9 9 10 10 10 10 10 10 9 9 9 10 10 9 9 9 9 9 5 9 9 6       Soybean 9 9 9 9 9 9 8 9 1 9 9 9 9 9 9 7 9 9 9 9 9 8       Sugar beet 7 9 10 9 10 10 10 10 0 9 9 9 10 10 9 9 10 10 10 9 9 9              Velvetleaf 6 7 9 10 9 9 9 9 5 9 10 10 9 7 9 6 9 10 10 9 4 7            Wheat 8 9 10 10 9 10 9 9 8 9 9 9 9 9 8 8 9 9 6 9 9 2       Wild buckwheat -- -- 9 10 10 10 9 9 0 9 9 9 10 10 9 6 9 8 9 8 7 8             Wild oat 8 9 9 9 9 10 9 9 9 9 10 10 9 9 9 9 10 9 9 9 9 3       COMPOUND       Rate (50 g/ha) 223 224 225 226 227 228 229 230 231 232 233 234 235 236      237 238 239 240 241 242 243 244       POSTEMERGENCE       Barley 9 9 9 9 8 8 8 7 9 9 8 0 5 8 0 0 0 10 9 9 9 9       Barnyardgrass 9 9 9 9 9 9 9 7 9 6 7 2 7 9 0 0 3 9 9 10 9 10       Bedstraw 8 8 8 7 7 7 9 9 9 8 8 0 6 7 0 0 3 9 9 9 9 9       Blackgrass 7 8 9 9 3 9 9 9 9 9 9 2 8 9 0 2 2 9 9 9 10 10       Cheatgrass 8 8 9 7 5 8 9 9 9 9 8 0 8 8 0 0 0 9 9 10 9 9       Chickweed 9 7 10 9 1 2 9 7 9 9 3 0 5 6 0 0 0 9 9 10 10 10       Cocklebur 9 10 9 9 -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      --       Corn 9 9 10 10 9 9 9 9 9 9 6 0 5 9 0 0 1 9 9 9 10 9       Cotton 9 10 10 8 9 9 9 9 9 9 8 0 3 5 0 0 -- 9 9 -- 10 10       Crabgrass 2 8 2 5 2 6 2 6 7 7 0 2 2 7 0 0 2 9 10 10 10 10       Giant foxtail 8 6 9 8 5 9 9 9 9 8 8 0 8 8 0 0 5 9 9 10 10 10       Lambsquarters 9 9 10 9 9 9 9 9 9 9 9 0 4 7 0 2 0 9 10 10 10 10       Morningglory 10 9 10 9 9 9 9 10 9 9 9 0 7 9 0 0 3 10 10 9 10 10               Nutsedge 9 9 5 0 -- 5 5 7 3 0 5 0 3 0 0 -- 0 10 8 10 9 9              Rape 8 9 10 10 9 5 8 9 9 9 9 0 7 8 0 0 5 9 9 9 9 9       Rice 9 9 9 9 9 10 9 9 9 10 9 9 9 9 0 0 8 10 9 10 10 10       Sorghum 9 8 10 9 8 9 9 9 9 9 9 3 3 9 0 0 3 9 9 10 10 10       Soybean 9 8 9 9 8 9 9 8 9 9 8 0 1 4 0 0 0 9 9 9 9 9       Sugar beet 9 9 10 9 7 3 5 5 9 9 4 0 3 7 3 0 0 9 9 9 9 10       Velvetleaf 9 9 9 9 8 9 9 10 9 8 8 0 6 8 0 0 0 10 10 10 9 10       Wheat 9 8 9 9 7 9 8 7 9 10 5 0 5 7 0 0 0 9 8 9 9 9       Wild buckwheat 6 8 9 8 7 -- -- 9 10 9 9 2 7 -- -- -- -- -- 10 -- 10 --        Wild oat 9 9 9 9 9 9 9 9 9 9 9 0 3 9 0 0 2 9 9 9 9 9       COMPOUND       Rate (50 g/ha) 245 246 247 248 249 250 251 252 253 254 255 256 257 258      259 260 261 262 263 264 265 266       POSTEMERGENCE       Barley 9 9 9 9 9 7 7 8 8 8 4 9 9 9 9 9 9 7 9 9 9 9       Barnyardgrass 9 9 9 9 9 8 9 9 9 7 8 9 9 10 9 9 9 9 9 8 9 9       Bedstraw 10 8 9 8 7 7 9 8 8 8 8 9 9 9 8 8 9 7 10 8 8 8       Blackgrass 9 9 10 9 9 9 9 9 9 9 9 9 10 9 9 9 9 8 5 9 9 10       Cheatgrass 9 8 9 8 5 5 8 9 8 8 7 10 10 9 9 9 10 8 8 8 9 9       Chickweed 9 8 9 10 9 0 8 5 9 10 3 10 10 10 8 8 10 9 9 5 5 7       Cocklebur -- -- -- -- -- 2 3 9 9 9 2 5 8 10 5 0 10 4 8 7 9 7       Corn 9 9 9 9 9 9 9 10 9 9 8 10 10 10 10 10 10 9 10 9 9 9       Cotton 10 10 10 9 10 8 9 9 10 10 8 9 8 9 9 8 8 4 10 8 7 9       Crabgrass -- 9 9 -- 8 2 6 7 7 2 0 9 8 9 7 9 8 0 3 2 2 2       Giant foxtail 10 9 10 9 9 6 9 9 9 7 4 9 9 9 9 9 9 9 8 7 9 9       Lambsquarters 10 10 10 10 9 5 8 8 10 10 -- -- 10 -- 10 10 10 -- -- --      -- 9       Morningglory 10 9 9 9 10 8 10 10 10 10 10 10 10 10 9 9 9 10 10 9 9 9          Nutsedge 10 8 10 7 8 0 -- -- 9 9 8 9 -- -- 0 0 -- -- 0 5 -- --             Rape 9 6 8 9 8 5 9 9 9 10 7 9 9 9 9 9 9 10 9 7 7 7       Rice 10 10 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9       Sorghum 10 8 9 9 9 9 9 10 9 9 9 9 9 10 9 9 9 10 9 9 9 9       Soybean 9 5 8 9 9 7 9 9 9 9 7 9 9 9 9 9 9 9 9 9 9 9       Sugar beet 9 8 9 8 7 1 8 3 9 9 3 9 9 9 9 8 9 9 9 3 5 6       Velvetleaf 10 6 9 10 10 8 9 9 9 7 8 9 9 9 9 8 9 9 9 9 9 9       Wheat 9 8 8 9 9 7 8 8 6 5 3 9 9 9 9 9 9 5 9 9 8 8       Wild buckwheat -- -- -- -- -- 5 -- 9 9 9 8 9 9 9 8 8 9 8 8 8 8 9              Wild oat 9 9 9 8 9 7 8 9 9 8 3 10 9 9 10 9 9 8 9 9 9 9       COMPOUND       Rate (50 g/ha) 267 268 269 270 271 272 273 274 275 276 277 278 279 280      281 282 283 284 285 286 287 288       POSTEMERGENCE       Barley 9 9 8 9 9 9 9 9 9 8 7 5 3 9 0 6 9 9 9 9 9 9       Barnyardgrass 9 4 8 9 9 9 9 9 9 6 8 5 7 9 3 8 10 9 9 10 10 10       Bedstraw 9 9 8 9 10 9 7 6 9 5 7 4 7 6 8 8 9 9 9 9 9 9       Blackgrass 9 9 9 9 9 9 9 9 9 9 8 7 7 9 7 9 9 9 9 9 9 9       Cheatgrass 9 9 9 9 9 9 9 9 9 8 7 7 4 8 5 8 9 9 9 10 9 9       Chickweed 9 9 2 7 9 9 7 5 9 0 3 0 1 2 0 0 9 9 10 9 10 9       Cocklebur 9 10 0 5 7 8 0 1 10 2 3 0 4 6 0 7 -- -- -- -- -- --       Corn 9 9 9 10 10 10 9 9 9 9 7 0 0 8 2 6 9 9 9 9 9 9       Cotton 9 9 6 9 9 9 7 7 10 4 5 0 1 6 3 7 10 10 9 10 9 10       Crabgrass 4 4 0 9 9 9 8 3 9 3 3 0 0 3 0 0 9 9 9 9 9 10       Giant foxtail 9 8 5 9 9 9 8 9 9 5 3 0 0 9 2 4 10 9 10 10 10 10       Lambsquarters 10 10 8 10 10 10 8 7 10 9 8 5 7 -- 7 10 10 10 10 10 10 10       Morningglory 9 10 9 9 10 9 8 7 9 8 8 3 7 6 5 7 9 10 10 9 9 9       Nutsedge -- -- 3 9 9 -- -- -- 9 0 0 0 3 9 0 4 -- 9 6 9 9 9       Rape 9 9 9 9 9 9 9 8 9 0 0 3 3 0 4 7 9 9 9 9 9 9       Rice 9 9 9 9 9 9 9 9 10 9 9 9 9 9 9 8 10 9 10 10 10 9       Sorghum 9 9 9 9 9 9 9 9 9 9 9 8 6 8 8 8 9 9 10 10 10 10       Soybean 9 9 8 9 9 9 8 7 9 2 3 5 8 7 6 9 9 9 9 9 9 9       Sugar beet 9 9 1 9 9 9 7 7 9 8 9 8 3 7 7 8 9 9 9 9 9 9       Velvetleaf 9 9 8 9 9 9 3 3 8 3 5 2 2 4 0 7 10 9 10 10 9 10       Wheat 9 9 4 9 9 9 9 9 9 8 6 2 0 7 0 6 9 9 9 9 9 9       Wild buckwheat 9 9 9 9 10 9 8 7 9 2 -- 0 0 0 2 0 -- 9 9 9 9 9       Wild oat 9 9 6 9 9 9 9 9 9 9 8 5 0 8 0 7 9 9 9 9 9 9       COMPOUND       Rate (50 g/ha) 289 290 291 292 293 294 295 296 297 298 299 300 301 302      303 304 305 306 307 308 309 310       POSTEMERGENCE       Barley 9 9 9 8 9 7 5 8 5 4 6 9 9 9 9 9 9 8 9 8 8 8       Barnyardgrass 9 9 9 9 9 6 6 8 9 7 0 9 9 9 9 9 9 9 9 8 9 9       Bedstraw 8 7 8 7 7 6 7 7 7 5 3 7 8 8 6 6 7 7 7 8 6 9       Blackgrass 9 9 9 9 9 8 8 8 8 6 4 9 9 9 9 9 9 8 9 9 9 9       Cheatgrass 9 8 9 8 8 6 6 8 7 4 3 9 9 9 9 9 9 8 7 8 -- 7       Chickweed 9 9 8 9 6 5 6 5 9 3 5 9 9 10 9 8 9 9 2 0 2 4       Cocklebur -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 7 8 9 9       Corn 9 9 9 7 9 9 8 9 9 7 4 9 9 10 9 3 9 9 8 9 9 9       Cotton 9 9 9 9 10 8 8 9 9 9 0 9 9 9 9 9 9 9 9 9 9 9       Crabgrass 8 6 8 8 8 3 1 1 1 0 0 9 9 9 8 7 9 6 6 2 6 3       Giant foxtail 9 9 9 8 9 5 5 7 8 3 5 9 9 10 9 8 9 9 9 6 9 8       Lambsquarters 10 9 10 9 10 7 7 10 10 7 4 -- -- 10 10 10 10 7 10 9 9 10        Morningglory 9 9 10 8 8 8 8 5 9 4 3 9 9 10 10 9 9 7 9 8 10 10       Nutsedge 7 3 8 3 5 2 0 -- 1 0 0 5 9 9 5 0 -- 5 8 9 9 9       Rape 2 9 9 10 9 2 7 8 9 5 0 9 10 9 9 9 9 5 9 7 10 10       Rice 9 9 9 8 9 5 8 9 9 9 4 10 9 9 9 8 9 9 9 9 10 9       Sorghum 9 9 9 9 9 9 9 9 9 6 4 9 9 9 9 9 9 9 9 8 9 10       Soybean 9 8 9 1 8 2 7 5 9 3 2 9 9 9 8 6 9 9 9 8 9 9       Sugar beet 9 9 9 9 9 7 8 9 9 6 3 9 9 9 9 8 9 7 7 7 9 8       Velvetleaf 8 9 9 9 8 6 8 8 9 3 0 9 9 10 9 9 9 9 9 9 8 9       Wheat 9 8 9 8 7 5 4 5 8 2 2 9 9 9 8 9 9 8 8 7 8 6       Wild buckwheat 9 8 9 9 9 3 7 8 9 7 0 9 9 7 9 9 7 7 8 7 -- 9       Wild oat 9 9 9 8 8 5 8 8 7 2 5 9 9 9 8 9 9 9 9 8 9 9

    TABLE A       - TEST A       COMPOUND       Rate (50 g/ha) 311 312 313 314 315 316 317 318 319 320 321 322 323 324      325 326 327 328 329 330 331 332       POSTEMERGENCE       Barley 9 8 8 5 0 0 0 1 0 0 0 9 9 9 9 9 8 5 8 0 0 0       Barnyardgrass 9 9 6 6 0 0 0 0 0 0 0 9 9 9 9 7 9 2 4 0 0 0       Bedstraw 9 8 7 6 0 6 7 6 5 2 0 8 9 9 8 8 9 7 8 0 0 0       Blackgrass 9 9 9 6 0 3 2 3 0 0 0 9 9 9 9 9 9 6 9 0 0 0       Cheatgrass 8 7 7 5 0 0 1 5 2 0 0 9 9 9 9 9 9 9 9 0 0 0       Chickweed 2 3 3 5 0 2 0 0 0 0 0 9 10 9 9 7 10 1 4 0 0 0       Cocklebur 9 9 3 -- 0 7 8 9 9 8 0 9 10 10 7 2 10 0 6 0 0 0       Corn 9 8 4 0 0 0 0 6 6 0 0 9 9 9 9 9 9 9 9 0 0 0       Cotton 9 9 1 4 0 7 3 6 2 0 0 9 10 9 9 9 9 8 7 0 0 0       Crabgrass 3 3 0 0 0 0 0 0 0 0 0 9 9 9 7 4 5 0 7 0 0 0       Giant foxtail 8 9 6 2 0 0 0 3 0 0 0 9 9 9 9 4 9 8 9 0 0 0       Lambsquarters 10 -- 7 6 0 7 8 7 4 0 0 10 10 10 9 7 10 -- 7 -- 0 0             Morningglory 10 9 8 4 0 8 7 7 7 2 0 9 10 10 9 6 9 2 7 0 0 0             Nutsedge 9 9 0 0 0 0 0 0 0 0 0 9 9 9 3 -- 4 0 0 0 0 0       Rape 10 7 4 4 0 5 7 7 7 2 2 10 10 9 9 9 9 0 0 0 0 0       Rice 9 9 9 9 0 7 5 9 9 4 0 9 10 10 9 9 9 9 9 0 0 0       Sorghum 9 9 8 8 0 0 0 7 2 0 0 9 9 9 9 9 9 9 9 0 0 0       Soybean 9 8 8 6 0 0 0 5 2 0 0 9 9 9 9 9 9 7 9 0 0 0       Sugar beet 9 8 5 7 0 3 2 6 7 0 2 9 9 10 9 9 9 7 9 0 0 0       Velvetleaf 6 9 0 2 0 6 2 3 4 0 0 9 9 10 7 2 9 5 6 0 0 0       Wheat 8 5 5 3 0 0 0 3 0 0 0 9 9 9 9 9 8 7 9 0 0 0       Wild buckwheat 9 9 0 -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Wild oat 9 7 7 5 0 0 0 0 0 2 0 9 9 9 9 9 7 9 9 0 0 0       COMPOUND       Rate (50 g/ha) 333 334 335 336 337 338 339 340 341 342       POSTEMERGENCE       Barley 0 0 0 0 0 9 9 9 9 9       Barnyardgrass 0 0 0 0 0 10 10 9 9 10       Bedstraw 2 0 0 0 2 9 9 8 9 9       Blackgrass 0 0 0 0 0 9 9 9 9 10       Cheatgrass 0 0 0 0 0 9 9 9 9 9       Chickweed 0 3 2 0 2 10 10 7 2 9       Cocklebur 0 0 0 0 0 10 10 5 0 10       Corn 0 0 0 0 0 10 10 9 9 10       Cotton 0 0 0 0 0 9 9 5 3 10       Crabgrass 0 0 0 0 0 9 10 5 3 7       Giant foxtail 0 0 0 0 0 9 10 9 8 10       Lambsquarters 2 0 0 0 2 10 10 7 7 10       Morningglory 0 0 0 0 0 10 9 7 6 10       Nutsedge 0 0 0 4 0 9 9 3 1 10       Rape 2 4 0 0 1 9 9 8 8 9       Rice 4 0 0 0 0 9 9 9 9 10       Sorghum 0 0 0 0 0 9 9 9 9 10       Soybean 0 0 0 0 0 9 9 7 5 9       Sugar beet 1 2 0 0 1 10 9 7 5 9       Velvetleaf 0 0 0 0 0 10 9 3 0 10       Wheat 0 0 0 0 0 9 9 9 9 9       Wild buckwheat -- -- -- -- -- -- -- -- -- --       Wild oat 0 0 0 0 0 9 9 9 9 9       COMPOUND       Rate (50 g/ha) 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 2      3 24 25 26 27 28 29       PREEMERGENCE       Barley 4 7 7 3 9 2 0 1 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 8 8 8 9 6              Barnyardgrass 6 9 9 9 9 0 2 0 2 0 3 0 0 0 0 0 0 0 0 2 0 0 0 0 9      9 9 9 9       Bedstraw 4 9 9 9 9 8 0 6 0 7 0 0 0 0 0 2 0 3 0 9 2 2 0 0 9 9 9 9 8            Blackgrass 6 8 9 4 8 4 5 2 4 6 7 0 3 0 1 0 0 2 3 3 0 0 0 2 9 9 9 9      3       Cheatgrass 9 9 9 5 10 8 6 5 6 5 6 2 3 0 0 2 0 2 0 3 0 0 0 2 9 9 9 9 9         Chickweed 8 9 10 6 9 9 0 8 -- -- 9 0 8 5 2 0 5 8 -- 8 7 2 2 5 9 9 9 8      8       Cocklebur 0 0 0 0 8 10 0 4 0 0 2 0 0 -- 0 0 0 4 0 0 0 0 0 0 -- -- -- --      --       Corn 6 9 9 9 9 4 2 0 1 6 7 0 1 0 0 0 0 0 0 2 0 0 0 0 9 9 9 9 9       Cotton 5 8 7 7 8 7 0 0 4 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 5 7 7 6 7              Crabgrass 8 9 8 4 8 7 0 0 1 0 2 0 0 0 0 0 0 0 0 0 0 0 0 0 9 9 10      9 10       Giant foxtail 1 9 6 3 3 2 2 2 2 2 3 0 0 2 0 0 0 2 0 0 2 0 0 0 9 9 9 9 9       Lambsquarters 9 9 9 8 9 -- 0 6 6 6 9 6 6 -- 5 0 -- 3 6 3 0 0 0 0 9 10      10 10 9       Morningglory 0 5 8 5 9 5 2 2 0 2 0 0 0 0 0 0 0 0 0 1 0 0 0 0 6 9 8 9 9        Nutsedge 7 10 10 3 8 10 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 -- 9 8 8 9      10       Rape 8 6 9 9 9 9 0 0 3 5 2 0 6 0 0 1 0 2 0 0 0 0 0 0 8 9 9 9 9       Rice 9 9 8 9 10 9 2 0 3 0 3 0 6 0 0 0 0 0 2 2 0 0 0 4 10 9 9 10 10            Sorghum 9 9 7 7 9 9 3 0 2 0 0 0 0 0 0 0 0 0 0 0 0 0 3 0 9 9 8 9 9        Soybean 2 7 6 7 8 2 0 2 4 2 4 0 2 0 0 0 0 0 3 1 0 0 0 0 8 8 8 8 9            Sugar beet 7 8 9 9 10 9 0 3 4 4 7 2 2 4 0 0 0 0 2 0 0 0 0 2 8 9 9      9 9       Velvetleaf 4 8 5 6 9 0 2 1 0 0 0 0 0 2 0 0 0 0 0 0 0 0 0 0 3 5 6 9 8          Wheat 8 8 9 2 9 5 1 0 0 2 0 0 0 0 0 0 0 -- 0 0 0 0 0 0 9 9 8 3 7           Wild buckwheat 2 7 9 9 9 7 0 4 0 0 0 0 0 2 0 2 0 0 0 2 0 0 2 0 9 9      3 8 3       Wild oat 7 7 8 2 9 7 2 2 0 2 0 0 0 2 0 0 0 0 0 0 0 0 0 0 9 8 9 8      8       COMPOUND       Rate (50 g/ha) 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 4      9 50 51 52 53 54 55 56 57 58       PREEMERGENCE       Barley 2 2 0 0 2 8 8 0 2 0 0 0 0 0 0 0 0 0 0 0 3 7 2 8 2 2 4 4 2              Barnyardgrass 9 7 6 0 2 9 9 0 7 2 0 0 0 0 0 0 0 0 0 0 9 9 8 9 8      9 9 9 9       Bedstraw 8 6 6 7 0 7 8 2 3 0 0 0 0 0 0 0 -- 2 0 0 8 8 5 8 8 7 7 9 9           Blackgrass 7 8 0 5 7 7 8 0 3 2 2 2 1 0 0 2 1 3 2 0 8 8 9 9 4 2 8 9      9       Cheatgrass 8 7 8 4 9 9 9 0 7 5 4 3 3 3 0 2 3 3 0 4 8 8 8 9 6 2 8 9 8          Chickweed 9 7 6 8 8 9 9 0 8 6 6 7 9 2 0 3 0 7 2 3 -- 9 8 9 10 10 10      9 9       Cocklebur -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 9      9 8 9 9 0 6 9 8       Corn 9 6 3 2 9 9 9 1 2 2 0 0 0 0 0 0 0 0 0 0 8 8 0 9 9 3 7 9 9       Cotton 9 0 0 1 3 5 8 0 0 0 0 0 0 0 0 0 0 0 0 1 8 9 1 9 9 2 9 8 8              Crabgrass 9 7 6 1 9 9 9 0 0 0 0 0 0 0 0 0 0 0 0 0 6 9 6 9 5 2 1      7 2       Giant foxtail 9 9 5 2 9 9 9 0 5 0 0 0 0 0 0 0 0 0 0 0 9 9 5 9 1 0 2 9 6       Lambsquarters 8 9 9 7 10 10 10 4 8 9 0 10 3 0 0 0 0 0 4 2 9 9 8 10 9 8      9 9 9       Morningglory 9 2 0 0 1 9 9 0 0 0 0 0 0 0 0 0 0 0 0 0 7 9 2 9 9 8 0 2 6        Nutsedge 9 5 0 0 0 8 2 0 0 0 0 0 0 -- 0 0 0 0 0 0 10 10 5 10 10 10 --      8 --       Rape 9 0 0 4 3 4 8 0 3 0 2 2 2 2 0 0 0 0 0 0 9 9 9 9 9 8 9 9 9       Rice 10 8 7 4 7 9 10 0 8 5 4 8 3 0 0 0 0 2 0 3 9 10 9 9 9 9 8 8 9             Sorghum 9 6 2 2 2 9 9 0 2 1 0 0 0 0 0 0 0 0 0 0 7 6 3 9 3 1 7 9 4       Soybean 9 2 1 1 1 8 9 1 1 3 0 0 2 0 0 0 0 0 0 0 6 8 1 8 9 1 2 8 8             Sugar beet 9 4 7 6 8 9 9 2 9 2 1 2 3 2 0 2 0 2 0 2 9 9 9 9 9 9 9      9 9       Velvetleaf 9 1 1 0 1 2 9 0 0 0 0 0 0 0 0 0 0 0 0 0 8 9 5 9 0 4 5 8 7          Wheat 8 7 2 0 0 8 9 0 2 0 0 2 0 0 0 0 0 0 0 0 3 8 7 9 2 0 3 7 3            Wild buckwheat 8 2 0 0 0 3 2 0 2 0 2 0 3 0 0 0 0 0 0 0 1 7 6 8 9 0      7 9 9       Wild oat 9 8 2 3 8 9 9 0 2 2 0 0 2 0 0 0 0 2 0 0 4 8 8 9 8 0 8 8      5       COMPOUND       Rate (50 g/ha) 59 60 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75 76 77 7      8 79 80 81 82 83 84 85 86 87       PREEMERGENCE       Barley 4 2 0 2 6 6 0 0 3 2 1 5 0 0 2 2 0 0 3 0 0 0 5 7 2 4 0 1 0              Barnyardgrass 5 6 4 9 9 9 6 0 8 7 7 1 0 0 0 6 0 1 4 9 0 0 5 9 9      8 3 9 3       Bedstraw 9 9 8 0 6 8 0 4 5 6 0 8 8 2 0 1 1 0 2 1 0 0 1 8 9 5 3 7 1            Blackgrass 7 6 5 4 8 9 4 1 5 6 2 3 3 0 0 5 0 2 5 7 3 0 9 9 9 7 2 9      3       Cheatgrass 8 7 6 7 8 8 7 5 7 8 7 6 0 0 7 8 0 2 8 9 1 0 9 9 9 7 2 9 8          Chickweed 10 10 9 5 9 9 3 0 9 9 8 8 7 5 5 7 0 0 5 7 2 0 7 9 9 7 0 7      1       Cocklebur 9 9 0 1 8 8 0 -- 8 8 0 9 0 0 0 -- 2 1 2 5 0 0 -- -- -- -- --      -- --       Corn 9 7 2 0 7 9 8 2 1 9 3 8 2 0 0 2 2 0 5 9 0 0 0 7 9 9 9 5 0       Cotton 9 9 5 0 7 8 1 0 4 8 0 8 7 0 1 2 0 2 0 1 0 0 7 5 8 3 0 5 0              Crabgrass 4 3 0 6 9 9 6 2 7 5 2 2 0 0 1 2 1 0 4 7 0 0 6 4 7 3 4      0 0       Giant foxtail 2 4 2 2 9 9 3 0 5 6 2 2 0 0 1 4 0 0 5 8 0 0 3 9 8 3 3 5 2       Lambsquarters 9 9 10 9 9 10 9 0 9 9 6 -- 8 7 6 9 0 0 8 7 0 0 9 10 10 10      9 10 8       Morningglory 9 9 3 0 2 8 3 0 0 7 2 9 0 0 0 5 1 2 3 5 0 0 7 7 9 7 3 9 1        Nutsedge -- 9 8 5 10 10 0 0 10 10 0 0 0 -- 0 0 0 0 4 10 -- -- 9 10 10      5 6 10 0       Rape 9 9 9 5 9 9 1 0 9 8 3 7 9 2 2 2 0 0 3 7 1 0 9 9 9 4 0 9 1       Rice 9 9 9 9 10 8 10 8 9 7 8 7 2 1 4 7 0 0 7 8 0 0 8 8 9 9 8 9 0              Sorghum 5 3 2 6 8 9 4 2 9 7 0 2 2 0 2 1 0 0 4 5 0 0 8 9 9 9 5 9      3       Soybean 9 8 0 1 8 9 3 3 0 8 0 7 4 0 5 7 1 3 7 6 0 0 2 6 9 7 4 9 1             Sugar beet 9 9 9 4 9 9 5 5 9 8 7 9 9 4 4 8 3 2 9 8 1 0 8 9 9 9 8      9 8       Velvetleaf 9 8 2 2 7 7 5 0 5 6 2 8 0 0 0 2 1 0 0 3 0 0 5 9 9 4 0 1 1          Wheat 2 4 0 5 7 7 8 0 7 2 1 2 0 0 0 0 0 0 4 2 0 0 8 7 7 8 5 1 0            Wild buckwheat 9 8 7 3 3 3 0 3 0 0 0 3 0 0 0 1 2 0 1 4 0 0 6 9 9 9      -- 7 --       Wild oat 8 8 0 5 6 6 6 0 6 4 2 2 0 0 2 3 0 0 3 3 0 0 7 6 3 7 1 2       COMPOUND       Rate (50 g/ha) 88 89 90 91 92 93 94 95 96 97 98 99 100 101 102 103 104      105 106 107 108 109 110 111 112       PREEMERGENCE       Barley 0 0 0 0 0 1 2 3 0 2 1 1 0 0 4 7 2 1 0 5 6 8 8 7 0       Barnyardgrass 9 9 4 2 9 5 7 5 3 3 4 1 2 0 3 6 2 0 0 9 7 9 9 8 8               Bedstraw 3 8 0 0 0 0 0 0 2 3 5 2 5 0 2 7 2 2 0 8 8 7 8 5 2            Blackgrass 6 7 7 2 8 2 5 2 3 6 8 7 4 2 6 8 5 2 2 7 9 9 9 7 7             Cheatgrass 9 8 7 5 8 7 0 0 5 6 6 4 0 0 8 8 2 3 3 9 9 9 9 8 7            Chickweed 7 8 8 8 0 9 8 -- 9 9 9 9 9 0 5 8 0 0 0 10 9 9 9 8 9            Cocklebur -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- --       Corn 6 9 9 9 0 4 7 8 7 6 7 8 7 0 0 0 0 0 0 9 8 9 9 8 7       Cotton 5 5 2 0 0 6 5 3 7 9 3 7 5 0 -- 9 0 0 0 9 9 9 9 7 7       Crabgrass 2 3 0 0 0 7 5 2 2 6 5 0 0 0 1 3 1 0 0 8 8 9 9 7 8       Giant foxtail 5 3 0 0 0 5 7 0 1 2 7 0 0 0 3 3 0 0 0 8 3 8 9 6 2               Lambsquarters 9 9 9 9 9 9 6 9 9 -- 9 7 9 0 9 9 0 2 3 9 10 9 9 9      9       Morningglory 2 8 6 7 2 1 1 9 4 0 1 2 3 0 7 8 0 0 0 10 9 9 8 9 6               Nutsedge 8 10 10 0 0 0 6 0 4 5 0 0 3 0 0 0 10 0 -- 10 10 10 10      4 9       Rape 9 9 3 3 4 2 3 7 7 6 2 7 9 0 3 6 0 0 0 9 9 9 9 9 7       Rice 7 8 9 8 9 4 9 8 9 3 8 3 4 0 5 8 4 0 0 9 9 10 9 9 9       Sorghum 9 8 7 6 6 7 8 9 4 8 9 5 3 0 3 8 0 0 0 8 8 9 9 9 9       Soybean 5 7 5 3 0 2 5 7 7 1 3 4 7 0 0 1 0 0 0 9 8 8 8 8 5       Sugar beet 8 6 5 8 2 8 5 8 9 5 6 9 9 0 8 9 1 1 0 9 9 9 9 9 8       Velvetleaf 4 6 0 0 0 0 1 1 0 1 0 6 1 0 0 3 1 0 0 9 8 8 9 9 9       Wheat 0 0 2 3 0 3 6 0 0 3 6 0 0 0 8 8 2 2 0 6 6 9 7 5 0       Wild buckwheat 9 10 0 -- -- 0 5 8 0 3 5 3 5 0 2 7 5 2 1 5 8 3 3 2 5           Wild oat 0 2 5 0 0 1 2 1 2 3 5 6 0 0 4 3 0 0 0 7 7 7 7 2 5       COMPOUND       Rate (50 g/ha) 113 114 115 116 117 118 119 120 121 122 123 124 125 126      127 128 129 130 131 132 133 134       PREEMERGENCE       Barley 5 7 0 2 0 0 8 7 7 7 1 2 2 1 1 1 0 0 0 2 0 0       Barnyardgrass 9 9 9 9 7 7 10 9 9 9 1 4 0 5 0 0 2 6 3 2 0 0       Bedstraw 7 8 8 9 9 7 7 3 8 7 2 5 3 8 6 1 2 0 0 8 7 2       Blackgrass 7 7 8 5 3 3 8 7 9 6 5 6 5 7 4 3 0 5 2 3 6 3       Cheatgrass 8 9 8 8 7 6 9 8 9 9 7 7 7 6 3 2 2 7 7 4 3 2       Chickweed 4 8 7 7 8 3 10 9 10 9 8 9 -- 10 7 10 3 9 9 9 5 0       Cocklebur -- -- -- -- -- -- -- -- -- -- 3 3 2 5 3 0 2 5 7 8 6 0               Corn 9 9 9 9 6 5 9 9 10 9 0 5 0 0 0 0 0 2 5 8 2 0       Cotton 5 8 9 9 9 0 9 9 10 10 5 7 1 -- 4 3 2 6 0 5 3 3       Crabgrass 4 5 3 7 3 2 9 6 9 9 2 1 1 2 2 0 3 2 2 2 6 0       Giant foxtail 3 9 5 8 1 3 9 9 8 7 2 3 1 2 1 0 3 0 2 2 2 0       Lambsquarters 6 9 9 9 10 9 10 10 10 10 7 9 9 10 9 -- 9 9 7 9 9 5              Morningglory 5 9 9 9 9 6 9 9 9 10 2 2 2 8 3 0 1 2 3 7 6 0              Nutsedge 9 10 9 9 8 4 10 10 9 10 2 0 0 2 -- 0 0 9 9 9 0 0              Rape 7 8 9 9 9 7 9 9 9 9 9 9 9 9 5 9 5 8 8 7 5 5       Rice 8 9 9 9 9 8 10 9 10 10 7 5 2 8 5 3 2 2 0 7 8 0       Sorghum 8 9 9 8 6 6 9 9 9 9 0 0 0 6 3 0 0 5 2 4 6 2       Soybean 1 8 7 9 9 1 9 9 9 9 1 2 0 1 0 0 0 2 3 2 1 0       Sugar beet 5 8 7 9 9 8 9 9 9 9 8 8 9 9 9 9 6 6 6 9 8 4       Velvetleaf 2 9 9 9 9 1 9 9 9 8 6 8 5 8 0 0 4 8 7 8 0 3       Wheat 2 6 2 2 2 0 8 7 8 8 2 2 2 2 2 0 0 0 0 0 0 2       Wild buckwheat 0 3 5 7 5 2 7 4 7 5 2 7 6 8 3 0 2 5 7 4 7 3       Wild oat 5 7 4 7 5 2 7 6 7 7 7 4 4 5 2 0 2 3 3 3 2 3       COMPOUND       Rate (50 g/ha) 135 136 137 138 139 140 141 142 143 144 145 146 147 148      149 150 151 152 165 166 167 168       PREEMERGENCE       Barley 4 0 4 8 2 3 7 8 7 6 1 2 5 7 9 0 0 0 4 8 8 2       Barnyardgrass 8 5 7 9 3 8 3 9 9 2 1 8 5 6 7 0 0 7 7 7 7 8       Bedstraw 7 7 9 7 5 5 4 7 8 8 5 9 6 8 9 8 5 9 2 8 6 0       Blackgrass 7 6 8 9 8 8 6 10 8 7 7 7 9 8 9 5 5 8 5 8 8 3       Cheatgrass 8 8 9 9 9 8 8 10 10 8 8 9 9 9 9 9 9 8 7 8 9 6       Chickweed 8 8 9 9 5 9 5 9 7 10 0 8 9 9 -- 7 7 7 8 9 9 5       Cocklebur 0 0 2 5 2 1 7 9 9 5 2 9 5 9 7 2 2 0 3 3 2 --       Corn 6 3 6 7 0 4 3 9 9 9 8 9 0 5 5 8 6 3 3 8 7 2       Cotton 4 0 -- 8 0 2 5 7 8 8 2 4 2 6 6 2 1 3 0 8 2 0       Crabgrass 0 0 0 2 2 3 2 7 9 3 0 5 7 2 5 0 1 0 7 8 6 5       Giant foxtail 3 0 2 6 2 5 9 9 9 4 0 3 2 3 3 0 0 0 9 8 7 2       Lambsquarters 9 8 9 9 9 8 7 9 9 5 7 9 8 9 9 9 5 9 8 9 8 8       Morningglory 6 3 6 8 3 6 2 6 9 8 6 9 8 8 8 5 4 3 0 4 3 0       Nutsedge 0 0 0 0 0 2 9 9 10 2 0 10 5 9 10 0 0 8 7 10 0 0       Rape 0 5 4 0 1 2 7 9 9 9 3 9 8 9 9 3 0 7 8 9 8 8       Rice 7 1 7 9 5 6 9 9 10 10 8 9 10 8 10 9 9 10 9 8 9 9       Sorghum 9 5 6 9 2 6 8 8 9 8 3 7 5 6 6 3 2 5 9 9 9 5       Soybean 2 0 2 3 2 0 7 9 9 8 4 9 7 9 9 8 6 6 2 7 4 0       Sugar beet 9 8 8 9 8 8 7 9 9 9 3 9 7 9 9 8 7 7 7 9 8 3       Velvetleaf 0 6 3 2 4 3 7 9 9 6 0 9 5 7 9 2 0 0 1 6 2 1       Wheat 7 3 7 8 5 7 7 8 8 9 6 5 6 7 9 4 4 3 2 8 8 2       Wild buckwheat -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 4      3 5 3       Wild oat 8 5 7 8 4 6 7 7 5 8 3 5 7 4 5 3 2 2 3 8 8 2

    TABLE A       - TEST A       COMPOUND       Rate (50 g/ha) 169 170 171 172 173 174 175 176 177 178 179 180 181 182      183 184 185 186 187 188 189 190       PREEMERGENCE       Barley 0 0 0 2 3 0 0 0 0 0 0 0 0 8 6 5 3 7 2 0 0 0       Barnyardgrass 3 9 5 3 6 7 9 0 0 0 0 9 9 8 9 3 9 9 6 1 1 2       Bedstraw 6 6 0 2 5 1 0 0 0 2 0 2 2 9 8 2 7 8 6 0 2 5       Blackgrass 2 9 -- 7 8 2 7 0 3 3 2 4 5 9 9 9 9 9 9 6 5 7       Cheatgrass 0 8 -- 8 8 7 8 5 2 2 0 7 7 9 10 9 9 10 10 7 7 7       Chickweed 7 8 0 7 8 2 4 0 3 4 0 4 9 9 9 -- 8 9 8 0 -- 3       Cocklebur -- 5 -- 0 2 0 2 0 0 0 0 0 0 7 8 7 8 8 8 2 0 0       Corn 0 5 1 5 8 6 6 0 0 0 0 7 8 9 9 9 9 9 9 3 9 4       Cotton 4 2 0 5 8 2 0 0 0 0 0 0 0 8 3 8 9 9 6 0 0 3       Crabgrass 5 5 7 9 8 6 9 2 0 0 0 9 9 9 10 9 9 10 9 8 5 6       Giant foxtail 7 8 8 9 8 5 7 6 0 4 0 9 9 9 10 9 9 9 9 8 7 6       Lambsquarters 7 9 7 9 9 5 9 -- 0 3 2 3 5 8 9 9 9 9 5 4 3 5       Morningglory 2 5 0 6 3 6 4 0 0 1 0 0 2 6 6 6 9 7 4 0 4 3       Nutsedge 0 4 0 0 8 0 0 0 0 0 0 0 9 7 10 8 10 7 5 7 0 0       Rape 9 9 0 4 8 3 0 0 0 0 0 0 2 7 8 5 9 9 6 0 0 0       Rice 9 10 3 7 9 7 9 0 0 0 0 7 9 9 9 8 10 10 9 8 9 9       Sorghum 0 7 1 7 8 7 9 0 0 0 0 9 9 8 9 9 9 9 8 0 1 1       Soybean 3 4 0 5 8 4 3 0 0 0 0 0 1 9 9 9 8 9 9 2 6 2       Sugar beet 9 9 6 9 8 5 6 2 0 2 2 3 7 9 7 7 7 8 7 3 3 7       Velvetleaf 3 9 0 5 7 2 0 0 0 0 0 0 0 7 8 7 6 7 5 0 2 2       Wheat 2 4 0 7 7 0 6 0 0 2 0 7 6 7 7 6 0 8 8 0 2 6       Wild buckwheat 3 2 0 -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Wild oat 2 3 0 4 3 0 4 0 0 0 3 1 2 8 7 7 2 7 7 4 6 5       COMPOUND       Rate (50 g/ha) 191 192 203 204 205 206 207 208 209 210 211 212 213 214      215 216 217 218 219 220 221 222       PREEMERGENCE       Barley 0 0 8 9 8 9 7 8 2 0 2 7 5 3 1 2 3 1 0 0 0 0       Barnyardgrass 1 2 5 9 9 9 9 9 0 6 9 8 8 6 9 4 3 7 3 0 0 0       Bedstraw 5 0 0 8 9 9 8 9 4 5 8 8 8 9 6 0 1 8 2 0 0 1       Blackgrass 7 7 8 8 9 8 9 8 2 2 8 8 7 6 5 6 6 7 6 0 3 0       Cheatgrass 7 7 9 9 9 9 8 9 8 8 9 9 9 9 8 6 8 9 8 4 0 2       Chickweed 2 6 9 9 9 9 10 9 0 7 9 10 10 9 9 8 7 9 9 2 2 5       Cocklebur 0 0 -- 8 10 10 9 9 8 -- 8 -- -- -- 0 0 0 0 0 -- 0 --       Corn 3 7 9 9 9 9 9 9 0 8 9 9 9 9 7 8 3 2 0 5 0 0       Cotton 0 0 7 4 8 7 8 7 0 0 8 8 8 9 5 0 0 -- 0 0 0 0       Crabgrass 6 9 9 9 9 9 9 9 3 8 9 7 9 4 5 3 6 3 2 0 2 3       Giant foxtail 6 9 8 9 9 9 9 9 3 6 9 9 8 2 3 5 5 2 0 0 2 0       Lambsquarters 0 5 9 9 10 9 8 9 5 8 9 9 9 9 8 7 9 9 9 6 -- 9       Morningglory 3 3 7 9 9 9 4 9 2 1 3 2 3 9 2 0 3 2 1 0 1 0       Nutsedge 0 0 6 10 10 9 5 10 0 0 3 8 8 9 2 0 9 0 0 0 0 0       Rape 2 0 8 8 9 7 4 9 0 3 9 9 8 8 8 1 9 7 1 0 1 0       Rice 0 7 9 9 9 9 10 10 5 6 9 9 9 9 6 6 9 7 6 0 3 6       Sorghum 0 4 9 8 9 8 8 9 0 5 9 9 9 8 8 3 3 2 0 0 0 0       Soybean 2 8 9 8 8 8 8 8 0 3 7 7 9 8 2 2 4 4 0 1 0 0       Sugar beet 4 5 8 9 9 9 9 9 1 8 6 7 9 9 7 4 2 4 3 1 1 1       Velvetleaf 2 2 7 6 9 8 5 8 0 4 7 4 9 0 6 0 6 7 2 0 0 0       Wheat 0 2 7 9 9 9 8 8 0 7 9 8 6 1 3 6 8 8 0 0 0 0       Wild buckwheat -- -- 5 8 8 8 3 8 0 3 1 7 8 8 3 1 5 2 0 3 3 0       Wild oat 2 7 8 9 8 8 7 8 2 7 9 8 8 8 3 6 7 3 2 0 0 1       COMPOUND       Rate (50 g/ha) 223 224 225 226 227 228 229 230 231 232 233 234 235 236      237 238 239 240 241 242 243 244       PREEMERGENCE       Barley 1 1 0 0 0 5 5 2 4 5 0 0 0 0 0 0 0 8 8 8 8 8       Barnyardgrass 7 0 0 0 0 2 5 1 5 1 3 0 0 2 0 0 0 9 9 9 9 9       Bedstraw 7 6 0 0 0 3 2 3 3 0 3 2 0 0 0 4 3 7 7 7 8 8       Blackgrass 2 5 3 0 0 3 8 7 4 3 4 3 0 0 0 3 0 7 9 9 9 7       Cheatgrass 7 8 7 0 2 7 10 8 9 8 8 0 0 0 0 0 0 8 9 9 9 8       Chickweed 9 8 5 4 9 0 9 2 2 0 0 0 0 0 0 0 0 9 9 9 9 9       Cocklebur -- 0 0 0 -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      --       Corn 2 8 0 0 0 2 8 8 4 3 1 0 2 2 0 0 2 9 9 9 9 9       Cotton 0 2 0 0 0 2 4 5 2 2 2 0 0 2 0 0 0 8 7 7 9 10       Crabgrass 0 3 0 0 0 2 5 3 6 6 2 0 0 2 0 0 0 9 9 9 9 9       Giant foxtail 5 7 0 0 0 3 7 1 5 2 0 0 0 2 0 0 0 9 9 9 9 9       Lambsquarters -- 8 -- -- 7 9 9 7 4 5 0 7 0 0 0 2 2 9 9 9 9 9       Morningglory 3 2 0 0 0 5 6 6 7 5 -- 0 0 1 0 0 0 7 6 8 8 8       Nutsedge 0 0 0 0 0 2 5 6 5 0 6 0 0 4 0 0 -- 10 9 9 10 10       Rape 7 8 2 0 0 0 3 3 0 3 2 0 0 0 0 0 0 9 9 9 9 9       Rice 5 4 5 4 0 1 8 7 8 8 9 0 0 1 0 2 2 9 9 9 10 9       Sorghum 6 1 2 2 0 3 7 7 8 6 2 0 0 2 0 0 0 9 9 9 9 8       Soybean 3 5 3 2 0 4 7 2 5 4 2 0 0 0 0 0 0 9 9 9 8 9       Sugar beet 6 7 0 1 2 2 4 2 3 2 2 2 0 0 0 0 0 9 9 9 9 9       Velvetleaf 2 8 0 0 0 4 6 6 6 0 0 0 0 0 0 0 0 8 9 9 9 7       Wheat 0 2 0 0 0 3 6 6 7 7 3 0 0 0 0 0 0 8 7 7 8 8       Wild buckwheat 3 6 0 3 0 0 0 2 2 0 2 2 -- 0 3 2 3 7 9 7 5 7       Wild oat 0 2 3 0 0 4 7 7 5 6 1 0 0 0 0 0 0 7 7 7 7 7       COMPOUND       Rate (50 g/ha) 245 246 247 248 249 250 251 252 253 254 255 256 257 258      259 260 261 262 263 264 265 266       PREEMERGENCE       Barley 8 3 2 0 0 0 5 1 5 0 0 8 5 8 5 0 8 0 0 0 2 0       Barnyardgrass 9 4 6 1 0 1 8 3 6 2 3 4 8 9 9 8 9 1 0 2 2 5       Bedstraw 8 2 3 5 2 0 8 5 8 7 7 7 7 7 3 2 9 3 2 3 3 3       Blackgrass 9 8 7 3 4 3 8 7 6 5 2 8 8 8 6 8 8 3 0 2 8 7       Cheatgrass 9 5 8 4 2 7 8 7 8 8 6 8 8 9 8 8 8 5 0 8 8 7       Chickweed 9 9 9 7 9 9 9 6 9 9 5 5 8 9 7 3 9 5 3 2 0 3       Cocklebur -- -- -- -- -- 0 2 -- 6 5 0 1 0 2 1 5 7 0 0 2 0 2       Corn 9 4 8 5 3 2 8 9 9 8 5 9 9 9 9 9 9 2 0 4 8 6       Cotton 8 0 0 3 0 1 5 4 9 8 2 7 6 8 9 2 8 0 2 0 6 7       Crabgrass 9 7 9 7 2 2 8 4 3 4 0 9 7 8 8 7 8 0 0 2 4 0       Giant foxtail 9 4 9 4 3 1 8 7 3 2 0 6 8 9 7 8 8 1 0 2 5 5       Lambsquarters 9 9 7 9 9 8 9 7 10 9 6 9 9 9 9 -- 8 7 3 5 9 5       Morningglory 8 0 3 2 2 1 1 3 9 8 1 8 8 8 3 1 8 0 0 5 3 4       Nutsedge 10 8 6 -- -- 0 0 2 8 0 0 9 7 8 0 0 8 0 0 0 0 0       Rape 9 2 5 7 8 3 8 7 8 8 6 9 7 8 6 4 9 0 0 5 7 7       Rice 10 4 8 2 0 1 7 8 8 8 0 9 9 9 -- 9 9 0 2 0 6 8       Sorghum 9 2 4 3 0 3 8 8 9 7 5 9 9 9 9 8 9 1 2 5 7 9       Soybean 8 0 2 5 0 1 5 7 7 8 1 7 7 8 8 5 4 0 2 2 7 3       Sugar beet 9 7 7 8 9 1 8 3 8 7 5 6 8 7 6 2 5 2 0 2 3 2       Velvetleaf 6 3 3 2 2 2 8 6 9 0 2 7 5 8 1 1 2 0 0 7 7 4       Wheat 7 5 5 0 0 0 6 6 0 2 0 7 7 8 7 6 7 0 0 5 2 2       Wild buckwheat 7 7 5 5 5 0 -- 3 3 3 2 3 3 3 2 2 4 0 2 3 3 0       Wild oat 7 2 6 0 0 1 5 3 4 5 2 7 8 8 7 6 7 2 3 7 4 3       COMPOUND       Rate (50 g/ha) 267 268 269 270 271 272 273 274 275 276 277 278 279 280      281 282 283 284 285 286 287 288       PREEMERGENCE       Barley 4 2 0 9 7 8 0 2 9 0 0 0 0 0 0 1 9 8 2 4 9 8       Barnyardgrass 4 1 0 1 4 8 2 1 9 0 0 0 0 1 2 2 9 9 9 9 9 9       Bedstraw 3 6 2 3 3 3 0 0 0 0 0 0 2 0 0 2 8 7 9 9 7 8       Blackgrass 8 8 4 9 9 7 7 2 9 6 1 2 1 0 2 5 8 8 6 8 5 8       Cheatgrass 9 9 8 9 9 9 8 8 9 8 1 0 0 3 2 4 9 9 9 9 9 9       Chickweed -- 4 3 6 9 9 3 0 9 0 0 0 0 0 0 7 8 9 9 10 10 9       Cocklebur 6 1 0 1 1 2 2 0 7 0 0 0 4 0 0 0 8 7 8 7 7 7       Corn 7 6 1 9 8 8 2 2 9 0 0 0 0 2 7 2 9 9 6 6 9 9       Cotton 8 6 0 8 8 5 2 4 9 0 -- 0 0 0 0 0 9 9 9 9 9 8       Crabgrass 2 2 0 9 9 9 4 0 9 2 0 0 0 0 0 0 9 9 9 9 9 9       Giant foxtail 3 2 0 2 8 9 2 0 9 1 0 0 2 1 0 0 9 9 10 9 9 8       Lambsquarters 9 8 -- 9 9 10 0 0 9 0 0 0 0 5 -- 9 -- 9 9 -- 9 9       Morningglory 8 9 0 5 7 2 2 0 8 0 0 0 0 2 3 0 9 7 7 9 9 9       Nutsedge 5 0 0 10 9 6 0 0 9 0 0 0 0 0 0 0 9 6 4 5 9 9       Rape 5 8 3 8 8 5 1 1 8 1 0 0 2 0 0 4 9 9 9 9 9 9       Rice 8 8 6 9 9 9 9 8 9 0 0 0 0 0 0 1 9 7 7 8 9 8       Sorghum 8 8 4 9 8 8 4 3 9 0 0 0 0 2 0 0 9 8 9 8 8 9       Soybean 7 6 0 6 7 5 0 1 6 0 0 0 0 1 0 2 9 8 6 7 7 4       Sugar beet 7 8 1 9 9 7 1 1 9 2 0 0 2 0 0 5 9 9 9 9 9 9       Velvetleaf 7 0 0 1 1 0 1 0 1 0 0 0 0 0 0 0 8 8 9 9 5 9       Wheat 5 2 0 7 8 8 4 2 8 2 0 0 0 0 0 0 8 8 3 7 8 6       Wild buckwheat 5 5 2 -- 8 5 2 0 9 -- -- -- -- -- -- -- 5 5 7 3 2 6            Wild oat 7 8 2 8 8 8 3 2 8 2 0 0 0 0 0 2 8 7 3 8 6 6       COMPOUND       Rate (50 g/ha) 289 290 291 292 293 294 295 296 297 298 299 300 301 302      303 304 305 306 307 308 309 310       PREEMERGENCE       Barley 2 2 4 0 1 0 0 0 0 0 0 2 3 7 0 0 7 0 1 0 0 0       Barnyardgrass 6 2 9 0 5 0 0 0 0 0 0 9 6 9 2 0 8 6 1 1 0 0       Bedstraw 9 1 4 0 2 2 0 2 0 3 0 0 0 2 0 3 0 0 2 2 0 2       Blackgrass 8 6 8 2 6 0 7 3 3 3 4 8 7 7 5 0 7 4 7 5 5 1       Cheatgrass 9 6 9 0 7 0 2 5 0 2 2 8 8 8 2 0 9 7 7 2 3 0       Chickweed 9 7 8 1 5 8 8 8 7 2 0 7 7 9 0 3 9 3 0 1 3 3       Cocklebur 7 -- 0 0 0 0 0 0 0 0 0 -- -- -- -- -- -- -- 0 3 3 6       Corn 9 2 8 0 2 0 0 0 0 0 0 9 8 9 1 2 9 8 5 4 0 0       Cotton 2 0 2 0 1 0 0 0 0 0 0 5 6 9 0 0 5 1 0 2 0 3       Crabgrass 9 7 9 2 2 0 6 0 0 0 0 7 9 9 7 0 9 6 2 4 0 1       Giant foxtail 8 4 9 2 7 0 1 0 0 0 0 9 8 9 4 2 9 3 6 2 0 2       Lambsquarters 9 8 9 3 8 2 7 9 10 5 4 9 10 9 5 0 10 8 7 5 9 3       Morningglory 2 0 2 0 0 0 0 0 0 0 0 0 7 8 2 1 8 1 2 2 1 4       Nutsedge 10 3 8 0 0 0 0 0 0 0 0 0 8 9 0 0 9 0 9 0 8 0       Rape 2 6 9 2 2 0 3 3 2 2 0 3 8 7 0 0 2 0 7 8 5 7       Rice 7 0 7 0 4 0 0 0 0 0 0 8 8 9 0 0 9 7 9 0 2 0       Sorghum 9 0 8 0 3 0 0 0 0 0 0 8 8 9 0 2 9 5 8 0 0 0       Soybean 3 1 6 0 1 0 3 0 0 0 0 2 7 8 2 0 5 1 2 3 2 7       Sugar beet 9 2 8 3 4 2 2 2 1 1 2 9 9 9 0 0 6 3 3 5 5 7       Velvetleaf 0 0 1 0 0 0 0 0 0 0 0 0 3 7 2 1 2 0 6 7 6 6       Wheat 5 4 6 0 2 0 0 0 0 0 0 6 7 8 2 0 7 2 0 0 0 0       Wild buckwheat 3 5 8 0 2 0 3 0 0 0 3 0 0 4 2 0 0 0 -- -- -- --       Wild oat 2 4 5 0 1 3 2 2 0 0 0 6 6 8 0 0 7 4 3 2 0 0       COMPOUND       Rate (50 g/ha) 311 312 313 314 315 316 317 318 319 320 321 322 323 324      325 326 327 328 329 330 331 332       PREEMERGENCE       Barley 0 0 0 0 0 0 0 0 0 0 0 8 9 8 2 0 5 0 2 0 0 0       Barnyardgrass 4 0 0 0 0 0 0 0 0 0 0 2 4 7 2 0 9 2 2 0 0 0       Bedstraw 0 3 2 0 0 2 4 0 1 0 0 9 9 9 1 5 8 0 3 0 0 0       Blackgrass 3 7 1 2 0 0 0 0 0 0 0 8 9 9 7 6 9 3 7 0 0 0       Cheatgrass 0 5 0 2 0 0 0 0 0 0 0 9 9 9 8 7 9 7 9 0 0 0       Chickweed -- 0 0 0 0 5 0 0 0 0 0 9 9 9 8 7 9 5 7 -- -- 0       Cocklebur 3 5 3 0 0 0 0 2 2 0 0 5 2 7 0 2 2 0 1 0 0 0       Corn 0 4 0 2 0 0 0 0 0 0 0 9 9 9 9 2 9 2 8 0 0 0       Cotton 6 5 4 6 0 0 0 0 0 0 0 8 9 9 5 0 8 4 3 0 0 0       Crabgrass 2 2 4 0 0 0 0 0 0 0 0 8 9 9 5 0 9 5 4 0 0 0       Giant foxtail 4 5 4 0 0 0 0 0 0 0 0 8 9 9 2 0 9 2 2 0 0 0       Lambsquarters 9 9 5 10 0 3 2 3 0 0 0 9 9 9 8 -- 9 5 7 0 0 0       Morningglory 5 3 0 0 0 0 0 2 0 0 0 3 8 8 3 1 9 1 3 0 0 0       Nutsedge 2 3 0 0 0 0 0 0 0 0 0 8 9 9 3 0 8 0 0 0 0 0       Rape 5 7 0 0 0 0 0 0 0 0 0 9 9 9 2 2 9 0 0 0 0 0       Rice 2 0 0 0 0 0 0 0 0 0 0 9 9 9 10 8 9 5 7 0 0 0       Sorghum 2 0 0 0 0 0 0 0 0 0 0 9 9 9 7 0 9 3 4 0 0 0       Soybean 4 3 0 0 0 0 0 0 0 0 0 9 9 9 5 2 8 1 7 0 0 0       Sugar beet 7 6 0 0 0 0 0 0 0 0 0 9 9 9 7 8 9 2 2 0 0 0       Velvetleaf 3 6 0 0 0 0 0 0 1 0 0 7 8 9 1 0 8 0 0 0 0 0       Wheat 0 2 0 0 0 0 0 0 0 0 0 8 9 9 8 0 6 0 2 0 0 0       Wild buckwheat -- -- -- -- -- -- -- 0 -- -- 0 -- -- -- -- -- -- -- --      -- -- --       Wild oat 3 2 0 0 0 0 0 0 0 0 0 8 9 9 8 4 6 2 8 0 0 0

    TABLE A       - TEST A       COMPOUND       Rate (50 g/ha) 333 334 335 336 337 338 339 340 341 342       PREEMERGENCE       Barley 0 0 0 0 0 8 9 2 2 7       Barnyardgrass 0 0 0 0 0 7 8 1 1 7       Bedstraw 0 2 0 0 0 5 1 0 0 2       Blackgrass 0 0 0 0 0 7 7 7 4 6       Cheatgrass 0 0 0 0 0 9 9 9 6 8       Chickweed 0 0 -- 0 0 9 9 -- 0 10       Cocklebur 0 0 0 0 0 6 7 2 0 6       Corn 0 0 0 0 0 9 9 3 6 9       Cotton 0 0 0 0 0 7 8 1 0 5       Crabgrass 0 0 0 0 0 9 9 3 4 9       Giant foxtail 0 0 0 0 0 9 9 5 3 9       Lambsquarters 2 2 0 0 0 10 9 0 0 10       Morningglory 0 0 0 0 0 7 6 3 0 9       Nutsedge 0 0 0 0 0 7 10 0 4 9       Rape 0 0 0 0 0 9 9 2 2 9       Rice 0 0 0 0 0 9 10 9 7 10       Sorghum 0 0 0 0 0 8 9 2 0 9       Soybean 0 0 0 0 0 9 9 2 0 6       Sugar beet 0 0 0 0 0 9 9 1 3 10       Velvetleaf 0 0 0 0 0 5 7 0 0 6       Wheat 0 0 0 0 0 8 9 8 3 7       Wild buckwheat -- -- -- -- -- -- -- -- -- --       Wild oat 0 0 0 0 0 8 7 8 2 5       COMPOUND       Rate (10 g/ha) 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 2      3 24 25 26 27 28 29       POSTEMERGENCE       Barley 8 7 6 5 7 8 7 8 7 7 8 7 8 4 2 3 3 2 4 0 0 0 0 2 8 8 8 8 9              Barnyardgrass 9 9 8 9 9 7 6 8 4 7 6 6 7 7 1 0 0 2 5 2 0 0 8 6 8      9 9 9 9       Bedstraw 8 8 9 8 9 9 2 8 2 3 3 3 5 3 2 0 0 0 2 5 3 2 2 5 7 5 8 7 8            Blackgrass 7 8 9 2 9 6 6 3 3 8 9 7 8 5 3 4 2 2 3 0 2 3 2 2 9 9 9 9      7       Cheatgrass 8 8 9 4 8 8 8 8 3 7 8 6 7 2 3 4 3 2 3 2 2 0 3 2 9 9 9 8 8          Chickweed 8 7 8 7 8 9 1 9 5 -- -- -- -- 9 4 -- -- 9 -- 3 6 3 7 10 9      7 9 6 --       Cocklebur 3 5 5 0 2 2 0 3 9 9 6 2 7 0 0 3 4 3 3 2 0 0 7 0 -- -- -- --      --       Corn 9 9 9 9 9 9 9 9 9 9 9 9 10 9 7 4 1 8 9 7 3 1 9 9 9 9 9 9 10              Cotton 9 9 9 9 9 9 9 9 2 6 8 2 7 6 0 0 0 3 0 0 0 0 1 2 8 8 9 9 9       Crabgrass 9 7 9 0 2 2 2 4 -- -- -- -- -- -- -- -- -- -- -- 2 0 0 2 6 5      2 8 4 8       Giant foxtail 8 9 7 3 7 5 7 4 7 7 9 8 6 7 4 0 0 5 7 3 2 2 7 6 9 8 9 8 9       Lambsquarters 9 9 9 8 8 9 8 9 9 8 8 9 8 7 3 7 5 4 4 5 5 3 8 3 10 10 8 8      10       Morningglory 9 9 9 9 9 8 8 9 5 8 9 0 6 8 5 2 1 6 7 2 1 0 1 4 9 9 10 9      10       Nutsedge 8 8 9 7 9 5 3 0 5 -- 5 2 2 3 0 0 0 0 0 0 2 0 2 2 9 7 9 7 7           Rape 5 7 8 7 9 9 0 0 4 6 8 6 9 9 0 2 0 0 7 6 7 5 8 9 7 7 8 9 9            Rice 9 9 9 9 9 9 9 9 9 9 9 9 10 9 8 3 2 9 9 7 7 3 9 9 9 9 9 9 9          Sorghum 9 9 9 9 9 9 9 7 9 9 7 9 9 9 5 2 2 7 9 5 4 0 9 8 9 9 9 9 9          Soybean 9 9 8 6 9 9 3 8 6 6 9 5 9 8 1 1 2 3 3 1 1 0 5 4 8 8 9 9 9          Sugar beet 6 8 8 5 9 9 2 9 6 7 8 3 7 4 0 2 2 0 0 7 7 3 8 8 9 8 9 9 9       Velvetleaf 9 9 7 7 10 3 2 8 2 2 6 0 7 8 0 0 0 3 2 2 0 0 6 2 8 9 9 8 9         Wheat 7 7 7 3 7 7 7 8 6 7 9 6 9 6 1 2 0 3 4 2 2 2 3 3 8 9 8 8 9             Wild buckwheat 9 8 8 7 8 9 1 5 4 2 9 2 5 3 0 0 0 0 0 3 7 2 0 5 9      4 8 8 9       Wild oat 8 9 9 3 8 8 8 2 7 8 9 6 6 3 0 0 0 2 1 1 0 0 2 5 9 9 9 8      10       COMPOUND       Rate (10 g/ha) 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 4      9 50 51 52 53 54 55 56 57 58       POSTEMERGENCE       Barley 9 8 7 7 7 7 8 2 5 2 0 4 2 3 0 0 2 3 0 2 4 5 8 8 2 2 6 7 4              Barnyardgrass 9 7 5 3 3 9 9 0 1 1 0 7 2 0 0 0 0 0 0 2 9 9 9 9 7      7 8 8 8       Bedstraw 8 4 6 4 3 6 7 2 3 2 2 3 2 0 2 0 0 3 0 3 7 9 -- 6 7 5 4 7 7           Blackgrass 8 8 4 2 7 8 9 0 0 0 0 2 3 2 3 2 0 0 0 0 9 8 -- 8 2 4 4 8      5       Cheatgrass 9 7 7 6 8 5 5 0 0 2 0 2 3 0 3 0 0 2 0 2 9 7 -- 7 3 3 5 7 6         Chickweed 9 4 -- 8 7 4 9 0 6 8 0 9 9 3 5 0 0 0 0 9 9 9 4 9 10 7 0 7 5       Cocklebur -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 9      10 9 10 9 1 10 9 9       Corn 10 9 3 2 9 8 9 5 7 3 2 9 2 0 1 0 0 5 0 7 8 9 4 8 8 3 8 9 9               Cotton 9 2 3 0 5 9 9 0 0 0 0 1 5 0 0 0 0 0 0 0 9 9 9 9 9 8 9 9      9       Crabgrass 7 2 0 0 5 4 6 0 0 0 0 0 0 0 0 0 0 0 0 0 0 5 4 6 0 0 0 3 0           Giant foxtail 9 8 6 4 8 7 9 0 1 0 0 1 0 0 0 0 0 0 0 0 8 8 7 9 2 0 3      8 6       Lambsquarters 9 -- 7 8 5 9 9 3 3 7 7 9 -- 0 3 7 7 0 3 3 9 10 6 8 9 5 2      8 --       Morningglory 10 8 8 8 9 9 9 4 5 1 2 6 2 0 5 0 0 0 7 7 9 10 2 9 10 9 0 3      9       Nutsedge 5 -- 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 5 9 9 4 9 8 -- 9 9 9          Rape 10 2 2 5 7 0 9 6 5 7 6 9 8 2 0 0 4 4 0 6 9 9 7 9 9 8 9 8 9            Rice 9 9 9 7 9 9 9 2 2 0 0 9 9 0 0 0 0 2 0 0 9 9 9 9 9 8 8 9 8           Sorghum 10 9 4 3 7 9 9 0 1 0 0 5 1 0 0 0 0 1 0 0 8 9 9 9 7 3 7 9 8        Soybean 9 4 9 2 4 5 9 1 2 0 1 9 4 0 1 0 0 1 3 3 9 9 7 9 9 6 8 9 9            Sugar beet 10 7 5 6 8 7 9 7 8 8 8 9 8 2 7 6 7 0 4 9 8 10 3 8 9 7 7      7 8       Velvetleaf 9 3 1 1 2 8 9 3 5 5 0 3 2 0 0 0 0 0 0 2 9 10 9 9 5 8 9 8 9         Wheat 8 7 5 4 7 8 8 0 3 0 0 3 3 0 1 0 0 1 0 1 4 7 8 7 0 0 3 5 2             Wild buckwheat 8 0 0 2 2 2 5 5 4 5 7 8 7 0 0 0 0 3 2 2 5 10 -- 4      8 6 3 -- 4       Wild oat 10 8 7 7 9 9 9 0 2 0 0 4 2 0 1 0 0 1 0 0 5 9 8 7 2 0 6 4       COMPOUND       Rate (10 g/ha) 59 60 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75 76 77 7      8 79 80 81 82 83 84 85 86 87       POSTEMERGENCE       Barley 4 2 0 7 7 5 4 3 1 9 0 5 0 0 3 3 0 0 4 3 2 0 7 7 7 6 3 2 2              Barnyardgrass 6 3 1 8 9 9 7 3 8 9 3 9 0 0 5 7 0 0 6 9 0 0 8 9 9      3 0 8 2       Bedstraw 8 8 -- 2 8 7 4 7 5 3 7 7 6 0 5 7 4 5 4 7 0 0 3 6 9 7 7 7 0           Blackgrass 5 5 0 7 9 9 8 4 3 1 0 2 0 0 2 4 5 0 5 8 5 0 9 9 9 9 8 9      4       Cheatgrass 7 7 -- 9 10 9 6 3 6 7 7 0 0 0 8 8 0 0 8 9 0 0 9 9 9 6 4 8 4        Chickweed 10 9 2 0 6 8 5 0 4 -- -- -- -- -- 5 7 8 3 -- 9 0 0 4 9 10 9      3 3 2       Cocklebur 10 10 9 5 9 9 7 7 9 9 6 9 9 2 -- 9 9 7 9 9 0 -- -- -- -- --      -- -- --       Corn 8 5 0 0 7 9 9 7 0 9 2 9 7 0 3 7 6 2 0 7 1 1 0 1 5 7 7 0 0       Cotton 10 9 9 7 9 9 6 4 7 9 6 9 9 2 6 9 5 5 7 9 2 0 8 9 9 8 7 8 6             Crabgrass 1 0 0 3 8 3 2 0 0 3 0 1 0 0 0 1 0 0 1 3 0 0 1 5 5 4 3 2       Giant foxtail 2 0 0 6 9 8 7 0 4 4 3 3 2 0 7 9 5 0 7 9 3 0 6 9 7 4 0 4 0       Lambsquarters 9 9 3 9 10 9 7 5 9 8 9 10 7 7 8 9 9 2 9 9 5 0 9 9 -- 9 9      8 1       Morningglory 9 10 8 7 9 10 8 6 9 10 9 9 10 2 9 9 0 1 9 9 2 0 9 9 9 9 8      9 9       Nutsedge 9 8 9 6 8 9 0 0 7 -- -- 0 0 5 0 9 -- 0 -- 5 0 0 0 -- -- 0 0 --       Rape 9 9 9 9 9 9 7 5 6 8 8 9 8 5 9 8 8 8 9 9 7 0 9 9 9 9 5 8 8       Rice 9 9 6 9 8 9 9 9 4 8 4 8 5 0 7 8 1 0 9 9 9 0 9 9 9 9 9 9 3       Sorghum 7 6 2 9 9 9 8 4 9 9 1 3 0 0 5 8 0 0 7 9 0 0 9 9 9 9 9 9 5             Soybean 9 9 3 9 9 9 9 7 7 5 8 9 9 1 8 8 6 3 8 9 1 0 8 8 9 7 8 7 0       Sugar beet 9 9 9 8 9 9 6 4 7 9 9 10 10 9 9 9 8 9 -- 9 5 2 8 9 10 9 9 9       Velvetleaf 9 9 9 9 9 9 6 4 9 9 9 9 9 5 6 8 7 6 7 9 0 0 9 10 10 8 6 8 5        Wheat 2 2 0 8 7 4 8 5 0 2 0 0 0 0 1 0 0 0 5 3 2 0 8 6 5 5 3 0 0              Wild buckwheat 9 8 0 10 7 8 8 5 7 2 7 6 2 0 0 8 2 0 4 9 0 0 7 7      7 8 -- 7 3       Wild oat 4 2 0 8 7 4 8 5 0 5 0 0 0 0 6 3 7 0 7 6 2 0 8 5 3 7 5 0       COMPOUND       Rate (10 g/ha) 88 89 90 91 92 93 94 95 96 97 98 99 100 101 102 103 104      105 106 107 108 109 110 111 112       POSTEMERGENCE       Barley 3 5 3 3 2 -- 4 5 4 5 5 2 0 3 8 8 6 6 2 8 6 9 9 7 4       Barnyardgrass 7 8 2 0 1 7 6 5 2 2 2 1 1 2 8 8 1 2 2 8 6 9 9 9 8               Bedstraw 7 8 5 7 7 -- 2 8 6 5 7 5 1 2 8 9 4 4 4 9 9 8 9 8 8           Blackgrass 9 -- 5 7 -- -- 7 6 5 8 8 5 6 5 9 9 6 9 -- 9 8 9 9 9 --         Cheatgrass 9 9 3 2 3 -- 5 0 0 4 5 2 0 3 9 8 5 7 3 9 8 9 9 9 8               Chickweed 4 6 7 8 2 -- 3 9 3 1 2 2 2 2 8 8 0 2 0 9 9 9 9 9 8          Cocklebur -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- --       Corn 0 5 4 6 0 7 6 9 7 8 7 6 3 0 0 0 0 2 0 9 8 8 9 8 5       Cotton 9 9 6 7 8 9 9 9 9 9 9 9 9 0 7 9 0 0 4 10 9 9 9 10 10       Crabgrass 2 3 3 -- 0 4 1 1 0 0 0 0 0 0 0 0 3 2 0 3 6 -- 9 7 4       Giant foxtail 2 4 3 0 0 7 8 6 4 5 7 2 2 3 3 4 3 4 0 7 5 9 9 8 5               Lambsquarters 8 7 8 9 0 -- 7 4 9 9 8 5 -- 7 9 9 -- 1 6 10 -- 9      10 10 9       Morningglory 9 10 9 9 8 6 6 5 4 9 8 2 2 7 9 9 7 7 7 9 9 9 10 10 9             Nutsedge 8 9 0 0 0 -- -- -- -- -- -- -- 0 0 8 8 -- 0 -- 8 8 9 9 7      3       Rape 8 7 8 7 7 -- 3 7 8 7 6 8 8 8 9 6 6 0 2 9 9 7 10 9 7       Rice 5 9 9 9 7 8 9 9 9 8 8 8 7 7 9 9 9 9 4 9 9 9 9 9 8       Sorghum 9 9 8 6 6 8 9 9 7 8 9 9 5 2 9 9 9 8 4 9 9 9 9 9 9       Soybean 8 9 7 7 0 6 8 8 7 3 6 5 6 0 1 5 0 1 0 9 9 9 9 9 8       Sugar beet 9 8 8 9 3 -- 9 9 9 9 8 9 9 8 9 9 0 5 8 9 9 7 8 9 8       Velvetleaf 9 9 6 4 0 6 7 8 7 9 4 9 7 4 5 8 1 2 0 10 8 10 10 10 10             Wheat 2 2 2 3 0 -- 4 3 0 2 2 0 0 3 8 7 6 5 2 8 4 9 9 7 6       Wild buckwheat 7 6 9 7 3 -- 9 8 -- -- -- -- -- -- -- -- 4 1 -- -- -- 9      9 -- --       Wild oat 2 0 7 7 0 -- 2 4 3 7 6 3 2 2 7 3 9 8 0 9 9 9 9 5 4       COMPOUND       Rate (10 g/ha) 113 114 115 116 117 118 119 120 121 122 123 124 125 126      127 128 129 130 131 132 133 134       POSTEMERGENCE       Barley 4 7 2 2 0 2 8 5 7 7 3 2 0 2 0 0 0 0 0 0 2 0       Barnyardgrass 6 9 7 7 1 1 9 9 9 8 1 8 2 4 0 0 0 0 0 0 0 0       Bedstraw 6 7 8 9 7 7 7 7 7 7 0 0 0 2 7 0 3 3 4 7 8 --       Blackgrass 8 8 8 8 6 5 9 9 8 9 3 5 2 2 0 0 0 5 2 4 3 0       Cheatgrass 8 8 9 5 0 2 9 8 9 8 5 5 3 2 0 0 0 3 0 0 0 0       Chickweed 0 5 3 9 9 2 9 8 9 9 0 0 4 9 -- 0 0 2 4 8 0 0       Cocklebur -- -- -- -- -- -- -- -- -- -- 3 7 9 9 4 5 1 5 9 9 7 2               Corn 4 9 7 2 0 0 9 9 9 9 0 0 0 5 3 0 0 0 0 2 1 0       Cotton 9 9 9 9 9 7 9 9 9 9 9 9 9 10 8 8 6 6 6 7 4 0       Crabgrass 0 7 0 2 0 0 5 6 6 5 6 2 2 1 1 0 0 0 0 0 0 0       Giant foxtail 3 7 5 2 0 0 9 8 8 3 1 2 0 1 1 0 0 0 0 0 0 0       Lambsquarters 2 -- 5 -- -- 3 -- 10 9 9 8 9 -- -- 9 7 -- 7 -- 9 9 3            Morningglory 7 9 10 10 9 6 10 10 10 9 0 8 9 8 9 9 0 1 6 6 9 1            Nutsedge 0 7 -- -- 0 2 9 9 -- 5 -- 8 9 9 -- 3 0 7 9 -- -- --             Rape 8 9 8 9 9 8 8 9 9 9 4 8 9 9 7 7 5 8 9 8 6 5       Rice 8 9 7 8 8 3 9 9 9 9 8 7 3 9 9 2 0 2 0 0 9 0       Sorghum 7 9 9 9 7 3 9 9 9 9 0 0 0 7 8 6 0 2 0 0 2 0       Soybean 0 8 9 9 9 0 9 9 9 9 5 6 6 6 7 2 4 7 9 9 9 0       Sugar beet 2 6 5 9 9 4 9 9 9 9 5 7 9 9 9 5 5 6 6 9 8 4       Velvetleaf -- 9 9 9 9 7 10 10 10 9 9 9 9 9 0 9 8 5 9 9 0 0       Wheat 2 5 0 0 0 2 9 4 9 7 0 0 0 0 0 0 0 0 0 1 0 0       Wild buckwheat 5 3 5 9 9 6 7 8 -- 9 6 5 8 9 8 8 5 3 7 7 7 6       Wild oat 4 7 1 3 2 0 8 3 8 8 4 3 0 1 5 0 0 0 1 1 1 2       COMPOUND       Rate (10 g/ha) 135 136 137 138 139 140 141 142 143 144 145 146 147 148      149 150 151 152 165 166 167 168       POSTEMERGENCE       Barley 8 2 5 8 5 6 7 7 8 7 3 5 7 7 8 7 2 2 6 9 9 0       Barnyardgrass 7 4 8 7 3 7 6 9 9 2 0 6 9 9 9 3 0 4 8 9 9 9       Bedstraw 8 9 7 8 7 6 5 7 7 7 8 7 7 8 9 8 9 7 3 7 8 8       Blackgrass 7 0 7 9 3 9 8 9 9 9 8 9 9 9 9 9 9 9 8 8 9 0       Cheatgrass 7 8 8 9 8 9 7 7 9 6 3 8 9 9 9 9 7 7 8 9 10 4       Chickweed 5 0 4 7 0 5 5 6 8 6 0 3 7 9 10 9 7 3 5 8 10 3       Cocklebur 8 6 6 7 2 7 9 9 10 9 7 10 9 10 10 9 9 9 8 9 7 7       Corn 3 3 7 6 3 6 0 8 9 8 3 2 0 5 8 6 8 0 9 9 9 9       Cotton 9 6 9 9 7 9 8 9 9 8 8 9 9 9 9 9 9 9 7 9 9 9       Crabgrass 0 0 2 3 0 2 0 3 3 0 0 0 0 0 3 1 0 0 5 4 2 0       Giant foxtail 3 2 4 7 2 7 2 5 8 6 0 2 2 3 9 6 2 0 7 7 8 4       Lambsquarters 4 5 5 8 8 8 7 10 10 8 8 8 9 10 10 9 10 7 9 9 10 9               Morningglory 9 7 9 10 9 9 1 6 9 9 9 9 10 10 10 9 9 9 5 9 9 9          Nutsedge 4 -- 6 9 0 5 8 9 9 9 0 9 9 9 9 9 7 9 6 7 9 7       Rape 0 3 3 0 0 0 8 9 8 9 8 9 9 9 9 9 9 9 7 8 9 8       Rice 9 8 9 9 9 8 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9       Sorghum 9 8 9 9 4 8 9 9 9 9 7 9 9 9 9 9 8 9 8 9 9 7       Soybean 8 9 6 8 9 8 9 8 9 9 8 8 9 9 9 9 9 9 9 9 9 8       Sugar beet 9 7 9 9 8 8 7 9 9 9 9 9 7 9 9 9 9 7 7 10 7 6       Velvetleaf 6 7 6 8 9 8 9 9 10 6 3 9 10 10 10 9 8 9 9 9 9 8       Wheat 8 3 7 8 6 7 6 7 8 9 4 3 7 9 9 8 3 0 8 9 8 0       Wild buckwheat -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 7      7 10 8       Wild oat 9 3 8 9 3 7 7 6 8 9 8 5 8 5 7 9 4 2 7 9 9 1       COMPOUND       Rate (10 g/ha) 169 170 171 172 173 174 175 176 177 178 179 180 181 182      183 184 185 186 187 188 189 190       POSTEMERGENCE       Barley 3 4 8 9 9 6 7 7 4 6 4 4 3 8 8 9 8 9 9 8 8 8       Barnyardgrass 9 10 7 3 3 8 9 4 0 8 3 9 6 9 9 9 9 10 8 6 6 8       Bedstraw 8 8 7 5 8 7 5 2 2 0 0 3 6 8 9 9 7 8 8 7 7 7       Blackgrass 8 9 8 9 9 7 8 8 7 2 3 7 7 9 9 9 8 9 -- 7 8 9       Cheatgrass 7 8 9 9 9 5 8 7 7 0 2 6 5 9 9 9 7 9 9 7 7 7       Chickweed 10 9 2 5 7 2 7 3 3 7 2 6 7 3 5 7 5 7 7 2 3 4       Cocklebur 7 9 2 5 6 6 2 0 0 0 0 0 0 9 9 10 9 9 8 0 8 8       Corn 9 10 9 8 9 9 9 8 3 5 1 9 9 9 9 9 9 9 9 9 9 9       Cotton 9 9 6 8 9 5 6 0 0 0 0 0 7 9 9 9 9 9 9 6 7 8       Crabgrass 6 9 7 7 8 4 8 5 3 2 2 6 8 9 8 9 7 9 8 5 5 5       Giant foxtail 8 10 6 8 9 8 9 6 5 9 2 8 9 9 9 9 9 9 9 7 7 8       Lambsquarters 10 10 9 10 10 8 8 2 3 2 5 4 -- 10 10 10 10 9 7 7 8 8            Morningglory 9 10 7 8 8 7 7 0 0 0 0 8 9 9 10 10 10 9 9 7 9 9             Nutsedge 0 2 0 9 7 5 3 -- -- 6 4 0 3 8 9 8 9 3 2 2 4 5       Rape 9 9 5 4 7 7 7 0 0 0 0 0 6 8 9 9 9 9 7 0 2 0       Rice 9 9 9 8 9 9 9 5 5 0 0 9 9 9 9 10 9 10 9 9 9 9       Sorghum 9 10 9 8 9 9 9 0 3 0 0 9 9 9 9 10 9 9 9 9 9 9       Soybean 9 9 2 8 9 7 5 0 6 2 0 5 8 8 9 9 6 9 9 1 9 7       Sugar beet 9 10 6 9 9 8 8 0 2 7 5 7 8 8 7 8 7 8 7 7 7 8       Velvetleaf 9 9 4 8 7 7 8 0 0 0 0 2 8 9 9 9 9 8 8 4 3 6       Wheat 8 9 7 9 9 2 7 7 5 4 3 7 7 8 8 8 2 9 9 7 8 8       Wild buckwheat 10 9 6 9 9 9 -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Wild oat 5 8 8 9 9 0 7 7 7 2 3 6 4 9 9 9 7 9 9 8 8 8

    TABLE A       - TEST A       COMPOUND       Rate (10 g/ha) 191 192 203 204 205 206 207 208 209 210 211 212 213 214      215 216 217 218 219 220 221 222       POSTEMERGENCE       Barley 8 8 9 9 9 9 9 8 8 7 9 9 7 7 2 8 9 4 3 1 0 2       Barnyardgrass 6 2 9 9 9 9 9 9 0 9 9 9 9 2 9 8 9 8 9 8 2 6       Bedstraw 7 7 8 8 9 9 9 8 3 7 9 9 9 9 8 5 5 6 6 3 3 3       Blackgrass 7 9 9 9 9 9 9 9 8 7 9 9 9 8 5 9 9 3 5 8 8 0       Cheatgrass 5 7 9 9 10 9 7 9 7 9 9 9 9 9 7 8 8 8 5 5 0 2       Chickweed 0 6 9 9 9 9 9 9 0 2 4 7 10 10 3 0 0 5 7 3 0 0       Cocklebur 7 4 8 -- 8 -- -- -- -- 0 -- 8 8 -- 0 -- -- -- -- -- 0 0             Corn 6 9 9 9 10 10 9 9 2 9 9 10 9 9 8 8 9 8 8 9 8 6       Cotton 7 8 8 8 9 9 8 9 0 7 9 10 10 10 9 6 6 9 9 2 0 4       Crabgrass 0 8 9 9 9 9 7 6 2 3 3 5 2 0 0 0 3 2 0 0 0 0       Giant foxtail 6 9 6 9 10 10 10 9 2 7 9 9 8 3 2 7 7 6 5 4 0 2       Lambsquarters 9 7 9 10 10 10 7 10 3 9 9 9 9 10 7 9 9 9 9 9 2 8       Morningglory 8 9 9 10 10 9 9 9 5 9 10 9 10 9 7 9 9 9 9 3 0 4       Nutsedge 3 3 -- 9 10 4 2 9 0 -- 2 10 9 -- -- 0 7 7 9 0 -- 0       Rape 5 5 9 10 9 9 9 9 0 5 8 9 10 10 9 0 8 7 8 9 8 8       Rice 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 8 7       Sorghum 6 9 9 9 10 10 9 9 4 9 9 10 9 9 9 9 9 6 2 8 4 0       Soybean 7 9 9 9 9 8 9 6 0 8 9 9 9 9 3 3 6 8 8 9 5 4       Sugar beet 7 8 9 10 9 10 10 10 0 4 7 8 10 9 7 8 9 9 9 8 4 8       Velvetleaf 5 2 8 9 9 9 9 9 0 9 9 9 9 6 9 3 9 9 9 2 0 5       Wheat 5 8 10 10 9 9 10 9 7 9 8 9 8 6 3 9 9 4 3 9 0 0       Wild buckwheat -- -- 9 8 9 9 9 9 0 8 6 8 9 9 8 2 9 7 9 0 3 9       Wild oat 7 9 9 9 9 10 9 9 7 9 9 10 9 9 3 9 10 9 9 2 0 0       COMPOUND       Rate (10 g/ha) 223 224 225 226 227 228 229 230 231 232 233 234 235 236      237 238 239 240 241 242 243 244       POSTEMERGENCE       Barley 6 7 9 5 5 5 2 7 8 8 5 0 0 8 0 0 0 9 8 9 8 8       Barnyardgrass 6 7 9 3 5 7 7 3 8 1 3 0 0 2 0 0 0 8 9 9 9 9       Bedstraw 4 7 7 3 3 5 0 9 8 9 7 0 3 7 0 0 3 9 9 9 -- 9       Blackgrass 3 3 8 6 0 9 7 9 9 9 9 0 3 8 0 0 0 9 9 9 9 10       Cheatgrass 7 5 5 2 5 5 7 8 9 9 8 0 2 8 0 0 0 9 9 9 9 9       Chickweed 2 1 8 7 0 2 2 3 3 5 0 0 2 5 0 0 0 9 9 9 10 10       Cocklebur -- 8 9 -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      --       Corn 8 8 10 8 7 7 7 8 7 7 4 0 2 0 0 0 0 9 9 9 9 9       Cotton 9 9 8 7 8 5 7 7 9 8 7 0 0 2 0 -- 2 9 9 9 10 9       Crabgrass 0 3 2 2 0 4 0 -- -- 3 0 0 -- -- 0 0 0 8 8 9 9 8       Giant foxtail 4 5 6 4 4 6 0 8 7 5 2 0 2 7 0 0 0 9 9 10 10 9       Lambsquarters 9 8 9 9 7 8 5 8 9 7 4 0 3 7 0 0 0 9 10 10 10 10       Morningglory 9 9 9 8 8 9 9 9 9 9 7 0 1 7 0 0 0 9 9 10 10 10       Nutsedge 0 -- -- 0 -- 5 -- 0 0 0 0 0 0 0 0 0 0 9 -- 9 3 5       Rape 6 8 9 9 8 3 0 7 9 9 5 0 1 5 0 0 0 9 8 9 9 9       Rice 9 8 9 9 8 9 9 9 9 9 9 3 5 9 0 0 0 9 9 9 9 9       Sorghum 7 4 8 3 3 8 9 9 9 9 7 0 0 8 0 0 0 9 9 10 10 9       Soybean 8 9 8 9 5 7 8 7 9 9 7 0 0 0 0 0 0 8 9 9 9 9       Sugar beet 6 6 9 7 5 0 2 4 8 6 0 0 2 5 0 0 0 9 8 10 9 9       Velvetleaf 9 9 9 7 5 9 9 9 9 7 1 0 0 3 0 0 0 9 9 10 9 9       Wheat 5 5 9 2 2 4 3 6 9 9 3 0 0 5 0 0 0 8 8 9 8 8       Wild buckwheat 2 7 9 8 5 7 0 8 -- -- -- -- 3 7 -- 3 9 -- -- 10 -- --          Wild oat 8 7 9 6 0 7 5 8 9 9 7 0 1 8 0 0 0 9 9 9 9 9       COMPOUND       Rate (10 g/ha) 245 246 247 248 249 250 251 252 253 254 255 256 257 258      259 260 261 262 263 264 265 266       POSTEMERGENCE       Barley 9 7 9 8 6 3 5 7 5 4 2 9 8 8 8 8 8 5 5 6 7 8       Barnyardgrass 9 6 8 6 6 4 9 7 8 2 2 8 9 9 9 7 9 3 8 6 7 5       Bedstraw 9 5 7 7 7 7 7 7 7 7 7 8 9 8 7 7 7 6 5 7 7 7       Blackgrass 9 7 9 8 -- 7 9 9 7 7 7 9 9 9 9 9 9 8 2 7 8 9       Cheatgrass 9 6 8 4 3 6 8 9 7 6 5 9 9 9 9 5 9 8 4 7 8 8       Chickweed 5 -- 7 9 7 0 5 5 8 9 0 6 9 9 6 5 6 5 5 0 4 4       Cocklebur -- -- -- -- -- 0 2 8 7 7 0 1 3 2 3 1 8 0 1 4 7 7       Corn 9 9 7 9 8 8 9 9 9 5 1 0 9 9 9 9 9 7 7 8 9 9       Cotton 9 9 10 9 9 2 8 8 8 9 5 1 5 4 2 2 4 1 9 2 5 8       Crabgrass -- 5 8 -- 6 0 5 5 2 0 0 6 7 8 5 7 5 0 0 3 0 0       Giant foxtail 9 4 9 7 6 4 8 8 6 2 0 8 9 9 9 8 9 7 2 4 8 8       Lambsquarters 10 9 9 10 10 -- 7 -- -- 10 5 10 10 10 -- -- 7 7 8 7 9 --        Morningglory 10 7 9 9 9 5 9 9 9 9 7 10 10 10 7 8 10 9 9 9 9 9       Nutsedge 10 -- 9 4 -- 0 3 0 -- -- -- -- 5 9 0 0 -- -- -- 0 5 --               Rape 9 5 5 8 8 5 7 9 9 9 7 9 7 7 8 7 8 7 9 5 5 6       Rice 9 9 9 9 9 8 9 9 9 9 8 9 9 9 10 10 9 7 9 8 9 9       Sorghum 9 4 9 9 7 8 9 9 9 8 8 9 9 9 9 9 9 7 9 8 9 9       Soybean 4 1 6 7 7 6 9 9 9 9 2 8 9 9 9 9 8 8 9 5 9 9       Sugar beet 9 8 9 8 8 -- 5 3 9 8 0 4 5 7 7 5 6 5 7 0 3 5       Velvetleaf 9 2 8 9 8 5 9 8 9 2 5 9 9 9 7 7 7 3 9 8 8 8       Wheat 9 4 7 7 4 4 8 7 3 2 0 8 9 8 9 8 9 3 5 8 8 7       Wild buckwheat 9 9 -- -- -- 5 -- 9 9 9 7 9 9 8 7 8 8 9 4 8 5 8       Wild oat 9 5 8 7 6 5 5 5 7 7 2 9 9 9 9 9 9 7 6 7 7 8       COMPOUND       Rate (10 g/ha) 267 268 269 270 271 272 273 274 275 276 277 278 279 280      281 282 283 284 285 286 287 288       POSTEMERGENCE       Barley 9 8 4 9 9 9 3 4 9 6 4 0 0 8 0 3 9 9 9 9 9 8       Barnyardgrass 7 1 5 8 9 9 1 2 9 3 3 2 4 6 0 7 9 9 9 9 9 9       Bedstraw 9 8 7 4 9 7 1 2 8 0 0 3 4 2 3 5 8 7 6 8 7 8       Blackgrass 9 9 8 9 9 9 9 9 9 7 2 3 5 7 4 4 9 9 9 9 9 8       Cheatgrass 9 9 7 9 9 9 9 8 9 8 2 0 2 7 2 5 9 9 9 9 9 9       Chickweed 8 8 0 4 7 9 2 2 8 0 0 0 0 0 0 0 0 9 10 9 9 8       Cocklebur 8 9 0 5 1 4 0 0 7 2 2 0 2 0 0 5 -- -- -- -- -- --       Corn 8 8 7 9 10 9 7 5 9 3 0 0 0 4 0 2 9 9 9 9 7 9       Cotton 9 9 1 9 7 8 0 2 9 2 0 0 0 0 0 5 9 9 9 9 10 10       Crabgrass 2 0 0 7 8 9 2 0 8 2 2 0 0 2 0 0 6 7 6 6 6 2       Giant foxtail 5 5 0 7 9 9 2 0 9 2 3 0 0 4 0 3 10 9 9 10 10 8       Lambsquarters -- -- -- -- 9 10 2 0 10 5 5 2 6 7 3 9 10 10 10 10 10 10         Morningglory 9 9 7 9 9 9 0 1 9 6 5 2 2 1 2 6 2 9 9 9 9 9       Nutsedge 0 0 -- 8 8 -- -- -- -- 0 0 0 0 0 0 0 6 9 -- 3 -- --       Rape 9 9 7 9 9 9 0 1 9 0 0 0 0 0 0 5 9 9 9 9 10 9       Rice 9 9 5 10 9 9 9 9 9 9 9 6 5 9 8 7 9 9 9 10 10 9       Sorghum 9 9 8 9 9 9 9 9 9 9 9 0 0 7 2 8 9 9 9 10 9 9       Soybean 9 9 3 9 9 9 3 2 7 0 1 2 4 0 3 6 8 9 9 9 9 9       Sugar beet 9 9 0 9 8 9 1 1 8 2 4 5 3 3 7 7 8 8 9 9 9 9       Velvetleaf 9 7 0 7 8 9 0 0 3 0 2 0 0 0 0 4 9 9 10 9 7 9       Wheat 9 6 0 9 9 9 8 8 9 5 2 0 0 5 0 0 9 9 8 9 9 8       Wild buckwheat 9 9 9 8 8 9 2 2 9 0 0 0 0 0 0 0 9 9 9 9 9 9       Wild oat 9 9 3 9 9 9 8 8 9 8 5 0 0 7 0 4 9 9 9 9 9 9       COMPOUND       Rate (10 g/ha) 289 290 291 292 293 294 295 296 297 298 299 300 301 302      303 304 305 306 307 308 309 310       POSTEMERGENCE       Barley 9 7 9 4 8 2 2 6 3 2 4 9 8 9 7 5 8 6 8 7 5 7       Barnyardgrass 9 6 9 5 9 2 2 4 3 1 0 9 9 9 8 3 9 2 8 2 8 9       Bedstraw 7 3 5 3 4 3 2 3 5 0 0 7 5 7 3 5 6 6 6 6 6 6       Blackgrass 9 9 9 6 8 4 7 4 7 4 4 9 9 7 5 3 9 8 9 7 7 7       Cheatgrass 9 8 9 4 7 2 5 2 2 0 0 9 8 9 8 0 7 3 7 5 7 6       Chickweed 9 2 7 7 3 3 3 3 7 2 0 7 7 9 9 6 6 7 2 2 0 2       Cocklebur -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 5 1 8 9       Corn 9 6 9 6 9 2 1 2 2 2 0 5 9 9 1 0 8 6 7 6 8 9       Cotton 8 7 8 6 7 1 7 3 7 4 0 9 9 9 9 6 9 8 6 9 9 9       Crabgrass 7 2 9 2 5 1 1 1 0 0 0 5 7 8 5 4 7 2 4 2 6 0       Giant foxtail 9 6 9 6 8 3 3 4 3 3 2 8 9 9 3 2 9 3 7 3 7 6       Lambsquarters 9 7 10 7 8 5 8 7 9 5 5 9 9 -- -- -- -- 4 -- 8 8 9               Morningglory 9 6 9 6 5 6 3 2 2 2 1 5 9 9 8 3 9 3 6 3 9 10             Nutsedge 4 0 -- 0 0 0 0 0 0 -- 0 -- 5 7 0 0 0 -- 4 3 3 7       Rape 0 8 9 9 7 0 3 5 5 0 0 8 9 9 9 7 7 0 7 6 7 9       Rice 9 8 9 8 7 2 8 6 7 3 0 9 9 9 3 0 9 8 9 6 9 9       Sorghum 9 7 9 8 9 2 2 3 6 3 0 9 9 9 8 3 9 8 8 4 6 8       Soybean 9 2 6 1 6 1 4 2 4 2 0 7 8 7 1 0 8 2 8 8 8 9       Sugar beet 8 7 9 9 5 3 2 7 8 2 3 8 8 9 8 5 8 2 5 6 7 8       Velvetleaf 6 6 9 7 5 3 6 1 0 0 0 7 8 8 7 1 6 3 7 5 6 9       Wheat 9 7 9 5 3 0 1 3 2 0 2 9 9 9 3 1 7 0 5 3 7 4       Wild buckwheat 8 6 9 7 8 3 0 3 6 0 2 8 7 7 8 7 7 6 7 2 5 7       Wild oat 9 8 9 5 7 2 2 5 3 3 1 8 8 8 5 2 7 5 8 2 6 9       COMPOUND       Rate (10 g/ha) 311 312 313 314 315 316 317 318 319 320 321 322 323 324      325 326 327 328 329 330 331 332       POSTEMERGENCE       Barley 7 6 5 0 0 0 0 0 0 0 0 9 9 9 5 3 7 2 4 0 0 0       Barnyardgrass 9 9 2 2 0 0 0 0 0 0 0 3 6 9 4 0 8 0 1 0 0 0       Bedstraw 6 7 3 5 0 0 2 0 0 0 0 6 7 9 6 6 9 5 5 0 0 0       Blackgrass 9 8 2 2 0 0 0 0 0 0 0 7 9 8 5 4 3 0 3 0 0 0       Cheatgrass 8 8 3 0 0 0 0 0 0 0 0 9 9 9 7 5 8 7 8 0 0 0       Chickweed 0 0 0 0 0 0 0 0 0 0 0 8 9 9 7 6 9 0 2 0 0 0       Cocklebur 9 7 0 0 0 0 0 7 1 2 0 9 8 9 0 0 8 0 1 0 0 0       Corn 7 7 0 0 0 0 0 0 0 0 0 9 9 9 9 1 9 4 9 0 0 0       Cotton 9 7 2 0 0 0 0 0 0 0 0 9 9 9 9 0 9 2 3 0 0 0       Crabgrass 3 0 0 0 0 0 0 0 0 0 0 7 8 5 2 0 3 0 2 0 0 0       Giant foxtail 6 5 2 0 0 0 0 0 0 0 0 8 9 9 7 0 9 5 7 0 0 0       Lambsquarters 10 -- 3 0 0 5 0 0 0 0 0 10 -- 9 5 3 9 1 3 3 0 0       Morningglory 9 9 1 7 0 0 0 4 1 2 0 5 10 10 8 1 9 1 1 0 0 0       Nutsedge 2 4 0 0 0 0 -- 0 0 -- 0 5 8 8 -- 0 7 0 0 0 0 0       Rape 7 7 3 2 0 0 2 4 2 0 0 9 9 9 9 8 9 0 0 0 0 0       Rice 9 7 7 4 0 2 2 4 0 0 0 9 9 9 9 9 9 8 9 0 0 0       Sorghum 9 8 3 3 0 0 0 0 0 0 0 9 9 9 9 1 9 1 8 0 0 0       Soybean 9 5 2 0 0 0 0 0 0 0 0 8 9 9 8 2 8 2 9 0 0 0       Sugar beet 8 -- 5 3 0 0 2 3 2 0 0 9 9 9 8 7 9 3 5 0 0 0       Velvetleaf 2 8 0 0 0 0 0 0 0 0 0 9 10 9 0 0 8 0 0 0 0 0       Wheat 4 3 3 0 0 0 0 1 0 0 0 9 9 9 9 8 1 0 7 0 0 0       Wild buckwheat 9 -- 0 2 -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Wild oat 8 5 3 0 0 0 0 1 0 0 0 9 9 9 9 4 2 7 8 0 0 0       COMPOUND       Rate (10 g/ha) 333 334 335 336 337 338 339 340 341 342       POSTEMERGENCE       Barley 0 0 0 0 0 9 9 9 9 8       Barnyardgrass 0 0 0 0 0 9 9 6 3 8       Bedstraw 0 0 0 0 0 7 9 2 4 8       Blackgrass 0 0 0 0 0 9 9 9 9 7       Cheatgrass 0 0 0 0 0 9 9 9 7 8       Chickweed 0 0 0 0 0 9 10 5 0 8       Cocklebur 0 0 0 0 0 10 10 1 0 9       Corn 0 0 0 0 0 9 9 9 6 9       Cotton 0 0 0 0 0 9 10 0 0 9       Crabgrass 0 0 0 0 0 7 7 1 2 7       Giant foxtail 0 0 0 0 0 9 10 7 3 8       Lambsquarters 0 0 0 0 0 10 10 2 2 10       Morningglory 0 0 0 0 0 9 9 2 3 9       Nutsedge 0 0 0 0 0 8 8 0 1 5       Rape 0 0 0 0 0 9 9 8 5 9       Rice 0 0 0 0 0 9 9 9 9 9       Sorghum 0 0 0 0 0 9 9 9 6 10       Soybean 0 0 0 0 0 9 9 2 1 6       Sugar beet 0 0 0 0 0 9 10 1 3 9       Velvetleaf 0 0 0 0 0 9 10 1 0 8       Wheat 0 0 0 0 0 9 9 9 9 9       Wild buckwheat -- -- -- -- -- -- -- -- -- --       Wild oat 0 0 0 0 0 9 9 9 9 8

    TABLE A       - TEST A       COMPOUND       Rate (10 g/ha) 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 2      3 24 25 26 27 28 29       PREEMERGENCE       Barley 2 2 4 2 3 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 4 3 0 0 4              Barnyardgrass 0 5 3 3 2 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 -- 0 8      7 3 9 8       Bedstraw 4 6 0 3 7 9 0 0 0 0 0 0 0 0 0 2 0 0 2 8 -- 0 -- -- 5 9 2 0 5         Blackgrass 2 4 4 3 5 2 0 1 0 2 3 0 2 2 1 0 0 0 0 2 0 0 0 0 8 8 8 9 5        Cheatgrass 3 5 5 2 9 4 1 1 0 0 2 2 0 0 0 0 0 0 0 2 0 0 0 0 9 9 8 8 9         Chickweed 2 9 9 0 5 5 0 8 0 0 9 -- 0 5 9 -- -- 0 5 4 5 0 2 0 9 9 8 7      8       Cocklebur 0 0 0 0 2 7 -- 0 0 0 0 0 0 0 0 0 0 0 0 -- 0 0 -- 0 -- -- --      -- --       Corn 2 4 1 2 8 4 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 -- 0 8 9 7 8 9               Cotton 0 0 2 2 3 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 -- 0 2 7 5 0      2       Crabgrass 3 3 2 2 0 2 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 -- 0 6 7 7 7 8          Giant foxtail 2 3 1 0 0 -- 0 0 0 2 0 0 0 0 0 0 0 0 0 0 0 0 -- 0 7 6      5 7 7       Lambsquarters 6 8 7 0 6 0 0 0 0 0 5 5 5 0 0 0 2 0 5 0 0 0 0 0 7 6 9 9 8       Morningglory 0 2 6 4 8 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 -- 0 3 2 0 3 6       Nutsedge 3 2 0 2 0 7 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 -- -- 3 0 0 0 0 3          Rape 1 2 8 7 8 0 0 0 0 0 0 0 1 0 0 0 2 0 0 0 0 0 0 0 3 9 4 8 5             Rice 2 2 8 8 8 7 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 -- 0 9 7 3 9 9         Sorghum 2 2 0 4 3 2 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 -- 0 6 6 3 8 4          Soybean 0 3 4 2 4 2 0 0 2 0 3 0 0 0 0 0 0 0 0 0 0 0 -- 0 3 6 5 5 8         Sugar beet 5 7 4 6 3 1 0 0 2 2 0 0 1 3 0 0 2 0 0 0 0 0 0 0 8 8 8 6 8        Velvetleaf 3 4 3 2 3 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 -- 0 1 1 2 1 3        Wheat 2 7 3 2 2 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 3 2 2 0 2              Wild buckwheat 2 5 3 2 3 2 0 0 0 0 0 0 0 0 0 0 0 0 2 2 0 0 0 0 3      2 2 0 2       Wild oat 3 4 5 0 3 2 1 1 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 7 8 3 2      3       COMPOUND       Rate (10 g/ha) 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 4      9 50 51 52 53 54 55 56 57 58       PREEMERGENCE       Barley 0 0 0 0 0 2 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1 2 0 3 0 0 3 0 2              Barnyardgrass 4 2 0 0 0 1 3 0 1 0 0 0 0 0 0 0 0 0 0 0 9 9 5 9 2      7 3 9 8       Bedstraw 4 0 2 0 0 0 0 0 2 0 0 0 0 0 0 0 0 0 0 0 1 8 0 5 8 2 4 7 2            Blackgrass 2 3 0 0 0 4 0 0 0 0 2 0 1 2 0 2 1 2 0 1 7 6 0 8 2 0 3 8      4       Cheatgrass 7 3 0 0 3 9 6 0 0 2 3 2 2 0 0 3 2 2 0 2 7 7 0 6 0 0 4 8 6          Chickweed 9 0 0 0 2 6 6 0 3 0 0 -- 0 0 0 5 0 0 0 -- -- 9 3 9 10 10 0      9 8       Cocklebur -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 4      9 7 5 9 4 0 2 1       Corn 8 2 1 0 2 8 6 0 0 0 0 0 0 0 0 0 0 0 0 0 5 7 0 8 5 0 1 9 7       Cotton 3 0 0 0 0 0 3 0 0 0 0 0 0 0 0 0 0 0 0 0 6 9 0 8 3 0 0 6 2              Crabgrass 9 5 0 0 0 2 7 0 0 0 0 0 0 0 0 0 0 0 0 0 4 9 3 5 2 0 0      1 0       Giant foxtail 9 4 0 0 0 2 6 0 0 0 0 0 0 0 0 0 0 0 0 0 6 7 2 7 0 0 0 7 2       Lambsquarters 8 9 2 0 0 7 9 0 0 9 -- 3 0 0 0 0 0 0 0 0 7 9 7 9 8 -- 6 8      5       Morningglory 0 1 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 5 9 2 3 9 3 0 0 0        Nutsedge 7 0 -- 0 0 0 0 0 0 -- 0 0 0 0 0 0 0 0 0 0 9 9 -- 5 0 0 0 -- 5       Rape 0 0 0 0 2 0 2 0 2 0 0 0 0 0 0 0 0 0 0 0 7 9 2 8 8 8 5 9 8       Rice 9 4 0 0 3 8 8 2 2 0 0 2 0 0 0 0 0 0 0 0 9 10 8 9 9 7 5 8 8               Sorghum 2 2 0 0 0 5 7 0 0 0 0 0 0 0 0 0 0 0 0 0 5 5 2 2 2 1 1 6      1       Soybean 7 2 0 0 1 2 1 0 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 7 7 0 0 5 3             Sugar beet 8 2 3 2 4 8 9 0 2 2 0 0 2 0 0 0 0 0 0 0 7 9 5 8 9 7 6      7 7       Velvetleaf 2 0 0 0 0 0 1 0 0 0 0 0 0 0 0 0 0 0 0 0 2 8 2 6 0 0 0 5 1          Wheat 0 0 0 0 0 0 2 0 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 4 0 0 2 2 0            Wild buckwheat 0 0 0 3 0 2 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 7 0 3 7 0      2 4 2       Wild oat 0 0 0 0 0 2 0 0 0 0 0 0 0 0 0 0 0 0 0 0 2 5 0 5 2 0 2 3      3       COMPOUND       Rate (10 g/ha) 59 60 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75 76 77 7      8 79 80 81 82 83 84 85 86 87       PREEMERGENCE       Barley 2 2 0 0 1 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1 2 0 1 0 0 0              Barnyardgrass 1 2 2 0 9 9 0 0 5 2 0 0 0 0 0 0 0 0 0 2 0 0 2 6 7      2 3 3 2       Bedstraw 9 8 0 -- 0 0 0 0 0 2 0 6 2 0 0 0 0 0 0 2 0 0 0 4 7 2 0 1 0           Blackgrass 6 3 2 2 4 5 3 0 2 2 0 0 0 0 0 0 0 0 0 0 0 0 5 7 8 3 0 5      2       Cheatgrass 5 2 2 7 7 7 5 2 6 5 4 2 0 0 0 4 0 0 8 7 0 0 9 9 9 0 0 9 1          Chickweed 9 10 7 0 2 8 0 0 0 8 7 7 6 0 0 2 0 0 0 0 0 0 2 9 7 3 0 7 0       Cocklebur 8 7 0 -- 0 -- 0 0 0 0 -- 0 0 0 0 1 -- 0 -- -- 0 0 -- -- -- --      -- -- --       Corn 8 0 0 0 1 7 0 0 0 3 0 0 0 0 0 0 0 0 0 3 0 0 0 0 6 9 5 2 0       Cotton 7 7 0 0 0 4 0 0 0 6 0 1 0 0 0 0 0 0 0 0 0 0 4 2 3 2 0 3 0              Crabgrass 4 1 0 0 2 3 0 0 0 2 0 0 0 0 0 0 0 0 0 2 0 0 3 3 3 3 1      0 0       Giant foxtail 0 2 0 0 6 8 0 0 0 3 0 0 0 0 0 0 0 0 0 4 0 0 3 6 5 1 2 2 0       Lambsquarters 9 9 8 5 8 8 5 2 5 -- 3 9 -- -- 2 5 0 0 0 8 0 0 10 10 9 4      8 9 8       Morningglory 8 7 0 0 0 3 0 0 0 0 0 3 0 0 0 2 0 0 0 2 0 0 3 2 7 2 0 4 0        Nutsedge -- 10 0 0 9 9 0 -- 0 0 -- 0 0 -- 0 -- 0 -- -- 7 -- 0 0 5 10 0      0 5 0       Rape 8 8 7 0 5 8 0 0 0 6 0 1 2 0 0 0 0 0 0 1 0 0 1 8 8 1 0 5 0       Rice 8 8 7 5 7 8 8 4 8 7 5 2 0 0 0 1 0 0 2 0 0 0 5 7 7 7 5 5 0       Sorghum 2 3 1 2 6 6 0 0 3 2 0 0 0 0 0 0 0 0 1 0 0 0 7 9 9 6 2 8 0             Soybean 8 7 0 0 2 5 0 0 0 2 0 5 3 0 2 1 0 0 4 1 0 0 2 6 5 3 3 4 0       Sugar beet 9 8 5 4 6 9 1 0 5 7 7 9 7 0 2 0 0 0 3 2 0 0 7 9 9 3 6 7 3          Velvetleaf 8 3 0 0 3 4 0 0 0 2 0 0 0 0 0 1 0 0 0 0 0 0 2 2 8 2 0 2 0       Wheat 2 2 0 0 3 3 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 4 4 2 5 0 0 0               Wild buckwheat 8 8 3 0 0 0 2 0 0 0 0 0 0 0 0 0 0 0 0 2 0 0 0 9      -- 8 -- -- --       Wild oat 4 4 0 0 1 0 0 0 0 1 0 0 0 0 0 0 0 0 0 2 0 0 4 3 2 3 0 0       COMPOUND       Rate (10 g/ha) 88 89 90 91 92 93 94 95 96 97 98 99 100 101 102 103 104      105 106 107 108 109 110 111 112       PREEMERGENCE       Barley 0 0 0 0 0 -- 0 0 0 0 0 0 0 0 1 3 0 0 0 3 0 8 6 2 0       Barnyardgrass 7 9 0 0 2 0 1 0 0 0 1 0 0 0 1 5 1 0 0 7 6 8 8 7 4               Bedstraw 3 3 0 0 0 -- 0 0 0 0 0 0 0 0 0 0 0 0 0 7 8 4 4 0 1           Blackgrass 4 5 2 0 2 -- 2 0 0 4 3 0 0 0 1 4 0 0 0 2 3 7 8 4 2             Cheatgrass 8 7 2 0 3 -- 2 0 0 0 0 0 0 0 3 6 0 0 0 7 8 9 8 7 8           Chickweed 5 3 9 0 0 -- 8 9 5 9 7 6 7 0 2 4 0 0 0 9 9 9 7 5 9              Cocklebur -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- --       Corn 2 3 6 6 0 0 0 0 1 0 1 0 2 0 0 0 0 0 0 5 6 5 7 3 3       Cotton 2 0 -- 0 0 0 0 2 2 0 2 0 2 0 0 1 0 0 0 8 7 7 8 5 5       Crabgrass 2 0 0 0 0 0 2 0 0 0 0 0 0 0 1 1 0 0 0 7 4 7 8 3 4       Giant foxtail 2 2 0 0 0 0 0 0 0 0 0 0 0 0 1 2 0 0 0 0 3 7 7 2 0               Lambsquarters 4 9 9 9 5 -- 1 9 0 3 7 5 5 0 7 6 0 0 0 9 10 9 9 9      8       Morningglory 1 2 1 0 0 0 0 0 0 0 0 0 0 0 0 4 0 0 0 8 8 3 6 8 5       Nutsedge 6 9 10 0 0 -- 0 0 0 0 0 0 0 0 0 0 8 0 0 5 10 9 10 -- 10              Rape 6 6 0 0 0 -- 0 1 -- 0 0 3 1 0 2 0 0 0 0 9 8 9 8 8 7               Rice 5 8 2 2 0 0 0 0 1 0 0 0 2 0 2 5 0 0 0 8 8 10 8 5 7               Sorghum 7 7 6 3 2 0 0 0 1 0 0 0 1 0 1 2 0 0 0 7 2 9 8 3 3             Soybean 1 2 1 1 0 0 0 0 2 0 1 0 0 0 0 0 0 0 0 7 6 3 7 1 1               Sugar beet 5 5 3 3 0 -- 0 7 2 2 3 7 5 0 5 7 0 0 0 9 8 8 9 7 8         Velvetleaf 2 4 0 0 0 0 0 0 0 0 0 0 0 0 0 1 1 0 0 8 5 7 8 3 6       Wheat 0 0 0 0 0 -- 2 0 0 0 0 0 0 0 0 6 0 0 0 5 2 7 7 2 0       Wild buckwheat 10 3 -- 2 -- -- 0 0 0 0 0 3 0 0 5 1 0 0 0 3 5 2 4 0 2          Wild oat 0 0 0 0 0 -- 2 0 0 0 2 0 0 0 1 2 0 0 0 6 5 6 5 2 2       COMPOUND       Rate (10 g/ha) 113 114 115 116 117 118 119 120 121 122 123 124 125 126      127 128 129 130 131 132 133 134       PREEMERGENCE       Barley 0 0 0 0 0 0 4 0 2 2 0 1 1 2 0 0 0 0 0 0 0 0       Barnyardgrass 2 8 1 3 2 0 9 4 5 5 0 0 0 0 0 0 0 0 0 0 0 0       Bedstraw 5 7 2 7 5 0 2 1 7 2 0 0 2 0 0 0 0 0 0 5 2 3       Blackgrass 4 6 5 3 2 0 7 5 4 2 5 6 -- 4 0 2 0 2 2 2 3 2       Cheatgrass 6 7 7 7 3 2 7 7 7 7 4 7 4 2 0 0 0 2 3 2 0 0       Chickweed 0 5 3 5 9 2 9 8 8 9 4 8 8 8 0 0 0 3 8 5 3 0       Cocklebur -- -- -- -- 9 -- -- -- -- -- 0 3 1 3 2 0 0 0 0 0 3 0       Corn 1 8 5 5 0 0 8 7 7 9 0 0 0 2 0 0 0 0 0 3 0 0       Cotton 0 3 0 8 8 0 8 3 8 6 2 3 0 1 0 0 0 0 0 0 0 0       Crabgrass 0 0 0 5 2 0 9 6 8 2 0 0 0 3 0 0 0 0 2 0 0 0       Giant foxtail 0 2 0 0 0 0 8 2 2 1 0 0 0 2 0 0 0 0 0 0 0 0       Lambsquarters -- 9 10 9 10 7 10 9 9 9 5 -- 5 2 -- 0 5 9 7 9 5 0               Morningglory 0 1 0 9 9 1 8 9 9 8 0 0 0 2 0 0 0 0 0 0 0 0              Nutsedge 0 0 3 6 8 0 2 8 8 3 0 0 0 0 0 0 0 0 2 4 0 0       Rape 3 7 0 7 6 0 9 8 8 3 1 7 3 5 0 2 0 7 4 4 2 3       Rice 1 7 3 7 5 0 9 9 8 9 2 2 0 4 0 0 0 0 0 0 0 0       Sorghum 0 4 6 4 1 0 8 5 7 9 0 0 0 2 0 0 0 0 0 0 0 0       Soybean 0 2 2 4 3 0 8 3 7 7 0 0 0 0 0 0 0 0 0 0 0 0       Sugar beet 2 5 5 8 8 2 9 8 8 8 8 5 7 8 7 4 2 5 4 8 7 2       Velvetleaf 0 3 2 7 2 0 7 6 5 2 0 0 0 0 0 0 0 0 5 0 0 0       Wheat 0 0 0 0 0 0 7 0 3 0 0 3 0 0 0 0 0 0 0 0 0 0       Wild buckwheat 0 1 0 3 3 0 3 1 5 3 0 5 2 0 2 0 3 2 4 3 5 3       Wild oat 0 2 2 0 0 0 5 2 5 3 5 4 2 2 0 0 0 0 2 2 0 2       COMPOUND       Rate (10 g/ha) 135 136 137 138 139 140 141 142 143 144 145 146 147 148      149 150 151 152 165 166 167 168       PREEMERGENCE       Barley 0 0 2 2 0 0 2 4 3 2 0 0 1 1 5 0 0 0 2 0 0 0       Barnyardgrass 0 0 0 2 0 0 0 4 7 1 0 4 2 4 5 0 0 0 0 0 5 0       Bedstraw 4 0 3 2 2 0 0 7 5 7 5 7 2 7 8 5 -- 7 9 0 3 0       Blackgrass 3 3 2 6 2 5 2 6 7 7 2 5 3 4 5 0 2 7 9 4 5 3       Cheatgrass 7 7 7 8 8 7 7 9 8 2 0 8 8 8 10 8 2 8 10 7 7 5       Chickweed 4 -- 6 5 0 7 0 7 7 7 -- 7 -- 8 8 7 4 7 10 9 9 10       Cocklebur 0 0 0 2 0 0 2 5 7 2 1 1 1 0 1 1 1 0 -- 0 0 8       Corn 1 0 0 0 0 0 0 6 8 6 2 1 0 4 5 2 2 1 0 4 0 0       Cotton 0 0 0 2 0 0 2 5 6 2 -- 2 0 0 7 0 0 0 0 0 0 0       Crabgrass 0 0 0 0 0 0 0 5 6 5 0 0 0 0 0 0 0 0 0 0 0 0       Giant foxtail 0 0 0 0 0 0 0 6 8 3 0 2 0 2 0 0 0 0 3 0 5 0       Lambsquarters 5 5 5 6 8 7 5 8 8 0 0 7 7 9 8 7 0 5 10 9 9 8       Morningglory 0 1 0 1 2 0 0 3 6 2 0 2 0 0 3 5 4 1 2 2 2 3       Nutsedge 0 0 0 0 0 0 4 8 9 6 0 0 4 9 7 0 0 0 0 0 0 10       Rape 0 0 0 0 0 0 2 7 9 5 0 7 1 7 8 1 0 5 9 0 0 0       Rice 3 0 2 7 0 0 7 9 9 9 8 10 9 8 9 7 5 9 6 5 8 6       Sorghum 4 0 1 0 0 0 2 6 5 5 2 4 0 2 3 0 0 2 0 0 0 0       Soybean 0 0 0 2 0 0 2 8 9 6 3 5 5 8 6 4 5 2 0 2 1 0       Sugar beet 7 7 7 7 7 7 3 9 8 3 0 8 6 8 8 7 2 5 9 2 3 0       Velvetleaf 0 2 0 0 0 2 0 3 6 2 0 2 0 0 3 0 0 0 0 3 0 1       Wheat 2 2 3 2 0 2 4 7 5 3 0 2 2 6 4 3 0 0 5 2 0 0       Wild buckwheat -- -- 0 -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 10      2 2 0       Wild oat 3 4 2 5 0 2 6 5 2 5 0 0 5 2 2 0 0 0 9 0 0 0       COMPOUND       Rate (10 g/ha) 169 170 171 172 173 174 175 176 177 178 179 180 181 182      183 184 185 186 187 188 189 190       PREEMERGENCE       Barley 0 0 0 0 0 0 0 0 0 0 0 0 0 1 0 0 0 1 0 0 0 0       Barnyardgrass 0 0 0 1 0 3 0 0 0 0 0 0 2 9 5 2 5 4 1 0 0 0       Bedstraw 0 0 0 0 0 0 0 0 0 0 0 0 0 7 2 0 8 2 0 0 2 2       Blackgrass 0 0 3 5 5 0 2 0 1 1 0 2 0 7 8 2 7 7 3 2 3 6       Cheatgrass 2 3 2 0 2 2 3 2 0 0 0 3 0 8 7 7 8 10 7 5 5 2       Chickweed 8 7 0 2 3 0 1 2 0 0 0 4 0 5 5 5 5 -- 2 0 3 0       Cocklebur 0 2 -- 0 0 0 0 0 0 0 0 0 0 2 7 0 6 6 0 0 0 0       Corn 0 0 0 3 2 2 2 0 0 0 0 0 3 9 9 1 8 6 8 2 0 0       Cotton 0 0 0 2 2 1 0 0 0 0 0 0 0 -- 0 0 2 2 3 0 0 2       Crabgrass 0 2 0 1 6 0 2 0 0 0 0 1 1 8 6 2 6 3 7 2 3 6       Giant foxtail 0 3 0 1 3 0 4 0 0 0 0 2 1 8 6 3 9 6 7 2 2 6       Lambsquarters 7 9 2 9 8 2 0 0 0 0 0 0 0 5 5 7 5 7 0 2 0 5       Morningglory 0 0 0 3 2 2 0 0 0 0 0 0 0 5 2 2 3 4 2 0 0 0       Nutsedge 0 -- 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0       Rape 0 0 0 0 2 1 0 0 0 0 0 0 0 3 3 4 3 5 0 0 0 0       Rice 6 6 0 2 7 2 0 0 0 0 0 0 0 9 8 7 9 9 9 5 2 4       Sorghum 0 0 0 2 4 3 2 0 0 0 0 1 0 7 3 0 2 1 2 0 0 0       Soybean 0 0 0 3 4 2 2 0 0 0 0 0 0 6 7 3 5 8 8 0 1 0       Sugar beet 2 6 1 7 7 2 3 0 0 0 0 0 0 2 2 3 2 3 3 0 2 2       Velvetleaf 0 1 0 0 0 1 0 0 0 0 0 0 0 5 0 2 3 2 3 0 0 0       Wheat 0 0 0 0 4 0 3 0 0 0 0 0 0 7 3 0 0 2 6 0 0 0       Wild buckwheat 0 0 0 -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Wild oat 0 0 0 2 2 0 2 0 0 0 0 0 0 6 1 2 0 6 6 0 1 1       COMPOUND       Rate (10 g/ha) 191 192 203 204 205 206 207 208 209 210 211 212 213 214      215 216 217 218 219 220 221 222       PREEMERGENCE       Barley 0 0 2 4 9 2 1 6 0 0 0 1 1 1 0 0 1 1 0 0 0 0       Barnyardgrass 0 0 2 2 9 4 1 7 0 2 6 3 4 0 3 0 1 2 0 0 0 0       Bedstraw 0 0 0 0 7 7 7 3 0 1 2 3 5 2 2 0 2 1 2 0 0 0       Blackgrass 0 5 5 3 7 7 7 7 0 3 5 8 2 3 2 0 4 2 0 0 0 0       Cheatgrass 0 0 8 7 9 8 7 8 0 6 8 8 9 8 5 2 5 7 7 2 0 0       Chickweed 0 5 5 7 9 8 7 5 0 7 9 -- 9 9 9 4 5 9 7 0 0 0       Cocklebur 0 0 -- -- 10 10 8 2 0 0 -- 0 0 -- -- -- -- -- 0 0 -- --             Corn 0 6 5 9 7 8 3 8 0 0 8 6 9 2 0 0 0 0 0 0 0 0       Cotton 0 0 0 1 5 3 2 4 0 0 3 2 0 7 0 0 0 0 0 0 0 0       Crabgrass 0 4 5 9 9 8 4 6 0 2 6 2 6 1 0 0 2 2 0 0 0 0       Giant foxtail 0 6 0 8 9 7 2 8 0 2 8 4 2 1 0 0 2 2 0 0 0 0       Lambsquarters 0 2 5 9 -- 9 5 5 0 3 9 8 9 9 9 6 3 9 2 0 -- 0       Morningglory 0 0 2 4 7 7 2 6 0 0 0 2 3 2 0 0 0 0 0 0 0 0       Nutsedge 0 0 5 7 10 -- 0 8 0 0 0 0 0 3 0 0 2 0 0 0 0 0       Rape 0 0 0 3 8 1 1 9 0 0 7 5 3 6 1 0 2 1 0 0 0 0       Rice 0 4 8 9 8 9 8 9 0 0 6 5 9 3 2 0 0 0 0 0 0 0       Sorghum 0 0 2 2 8 6 3 9 0 2 2 8 2 0 0 0 0 0 0 0 0 0       Soybean 0 3 4 4 5 7 5 4 0 2 6 2 7 7 0 0 0 0 0 0 0 0       Sugar beet 0 0 2 5 8 6 1 7 0 2 3 2 9 8 5 2 2 2 0 0 0 0       Velvetleaf 0 0 0 4 6 5 2 2 0 0 5 1 7 0 3 0 1 0 0 0 0 0       Wheat 0 0 4 8 8 7 6 6 0 2 8 6 1 1 0 0 0 1 0 0 0 0       Wild buckwheat -- -- 3 0 5 0 3 2 0 2 1 3 2 4 2 0 7 1 1 0 0 0       Wild oat 0 3 5 5 8 7 7 5 0 2 6 3 2 2 2 2 3 2 2 0 0 0

    TABLE A       - TEST A       COMPOUND       Rate (10 g/ha) 223 224 225 226 227 228 229 230 231 232 233 234 235 236      237 238 239 240 241 242 243 244       PREEMERGENCE       Barley 0 0 0 0 0 0 -- 0 0 0 0 0 0 0 0 0 0 5 5 6 2 2       Barnyardgrass 0 0 0 0 0 0 1 0 1 0 0 0 0 0 0 0 0 7 8 6 6 5       Bedstraw 0 1 0 0 0 0 -- 0 0 0 2 2 0 0 0 2 0 2 3 4 7 5       Blackgrass 0 0 0 0 0 3 -- 2 0 0 2 0 0 0 0 2 3 7 7 5 9 5       Cheatgrass 0 0 0 0 0 7 -- 7 7 7 4 0 0 0 0 0 0 8 8 7 7 6       Chickweed 7 5 0 4 0 0 -- 2 3 0 0 0 0 0 0 0 0 5 9 9 9 9       Cocklebur -- 0 0 -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      --       Corn 0 0 0 0 0 0 2 1 6 2 0 0 0 0 0 0 0 9 9 6 9 8       Cotton 0 0 0 0 0 0 0 -- 2 0 -- 0 0 0 0 0 0 4 2 5 2 6       Crabgrass 0 2 0 0 0 2 0 0 4 0 0 0 0 0 0 0 0 9 9 9 9 9       Giant foxtail 0 2 0 0 0 1 1 0 2 0 0 0 0 0 0 0 0 7 9 8 6 6       Lambsquarters 7 3 -- -- -- 4 -- 3 3 2 0 0 0 0 0 0 0 5 9 9 9 9       Morningglory 0 0 0 0 0 0 2 1 0 1 1 0 0 1 0 0 0 6 4 5 5 3       Nutsedge 0 0 0 0 0 -- 0 0 5 0 -- 0 0 -- 0 -- 0 5 9 7 8 2       Rape 2 1 0 0 0 0 -- 0 0 0 0 0 0 0 0 0 0 4 5 6 7 6       Rice 0 0 3 0 0 0 1 3 4 3 0 0 0 0 0 0 0 9 9 8 9 7       Sorghum 0 0 0 0 0 2 2 1 4 2 0 0 0 0 0 0 0 9 8 3 8 7       Soybean 0 2 2 0 0 0 3 2 6 2 0 0 0 0 0 0 0 7 5 4 5 3       Sugar beet 0 3 0 0 0 0 -- 0 0 0 0 1 0 0 0 0 0 4 5 8 7 8       Velvetleaf 0 2 0 0 0 0 1 1 1 0 0 0 0 0 0 0 0 4 2 6 7 6       Wheat 0 0 0 0 0 0 -- 0 4 2 3 0 0 0 0 0 0 8 6 5 4 6       Wild buckwheat 3 0 0 0 0 0 -- 0 2 0 0 2 0 0 0 0 0 3 2 7 3 3       Wild oat 0 0 0 0 0 2 -- 2 2 4 2 0 0 0 0 0 0 6 6 6 3 6       COMPOUND       Rate (10 g/ha) 245 246 247 248 249 250 251 252 253 254 255 256 257 258      259 260 261 262 263 264 265 266       PREEMERGENCE       Barley 7 0 0 0 0 0 0 0 1 0 0 4 5 0 0 0 7 0 0 0 0 0       Barnyardgrass 9 2 2 0 0 0 3 0 2 1 0 2 2 4 4 1 5 0 0 2 0 1       Bedstraw 8 5 0 2 0 0 7 4 2 0 3 7 6 5 2 0 3 0 0 2 0 0       Blackgrass 7 0 0 2 0 1 7 5 5 5 2 5 3 7 5 1 7 0 0 0 0 6       Cheatgrass 8 0 2 0 0 2 5 6 6 6 0 8 8 8 7 7 8 0 0 5 6 7       Chickweed 8 2 5 8 3 3 9 4 9 7 0 2 8 5 7 2 7 0 0 0 0 2       Cocklebur -- -- -- -- -- 0 2 0 0 0 0 0 0 1 0 0 0 0 0 0 0 0       Corn 9 0 0 2 0 0 3 5 7 2 0 7 5 8 7 2 8 2 0 2 2 0       Cotton 8 0 0 2 0 0 3 4 0 1 0 0 2 5 0 -- 2 0 0 0 0 0       Crabgrass 9 6 7 2 2 0 5 0 0 0 0 7 6 5 6 0 5 0 0 0 0 0       Giant foxtail 9 2 6 2 2 0 5 2 0 0 0 5 6 9 5 1 8 0 0 0 0 0       Lambsquarters 9 0 5 7 0 -- 9 5 9 -- 2 4 7 9 9 2 3 2 0 0 7 2       Morningglory 6 0 0 2 0 0 0 0 2 2 0 3 3 3 1 0 0 0 0 1 0 1       Nutsedge 9 6 -- 0 -- 0 0 0 0 0 0 9 0 3 0 0 8 0 0 0 0 0       Rape 7 0 0 2 0 0 7 4 5 3 2 5 5 7 3 0 3 0 0 0 0 0       Rice 9 2 2 2 0 0 3 2 5 7 0 8 5 7 8 5 9 0 0 0 0 3       Sorghum 9 0 0 0 0 0 4 0 4 2 0 8 5 7 8 3 9 0 0 2 2 2       Soybean 3 0 2 2 0 0 2 2 3 4 0 4 2 3 2 0 2 0 0 2 2 0       Sugar beet 7 0 5 8 7 0 7 3 5 -- 0 2 5 3 2 0 3 0 0 0 0 0       Velvetleaf 5 2 2 0 0 0 3 0 4 0 0 4 0 4 0 0 1 0 0 0 0 2       Wheat 4 0 0 0 0 0 0 3 0 0 0 6 7 6 4 2 5 0 0 0 0 0       Wild buckwheat 7 3 -- 5 -- 0 -- 0 3 2 2 2 0 0 2 0 3 0 0 0 0 0       Wild oat 6 0 0 0 0 0 2 2 1 2 0 7 4 6 4 3 5 0 0 3 0 0       COMPOUND       Rate (10 g/ha) 267 268 269 270 271 272 273 274 275 276 277 278 279 280      281 282 283 284 285 286 287 288       PREEMERGENCE       Barley 0 0 0 0 0 1 0 0 7 0 0 0 0 0 0 0 3 1 0 1 1 2       Barnyardgrass 2 0 0 0 1 2 0 0 8 0 0 0 0 0 0 0 0 2 0 3 2 0       Bedstraw 0 0 0 0 1 2 0 0 2 0 0 0 0 0 0 0 0 2 1 4 0 4       Blackgrass 3 3 0 7 5 5 2 2 8 0 0 0 0 0 1 0 6 5 1 4 0 2       Cheatgrass 8 9 5 9 8 8 7 5 8 0 0 0 0 0 0 0 8 8 5 7 2 8       Chickweed 0 2 0 0 6 8 0 0 8 0 0 0 -- 0 0 0 8 9 8 8 9 8       Cocklebur 0 0 0 0 0 0 0 0 0 0 0 0 0 -- 0 0 4 5 4 6 6 5       Corn 5 1 0 1 0 2 1 2 8 0 0 0 0 0 0 0 5 3 0 3 2 2       Cotton 2 3 0 2 2 3 0 2 6 0 0 0 0 0 0 0 2 1 0 2 2 6       Crabgrass 0 0 0 5 4 8 2 0 9 0 0 0 0 0 0 0 5 4 5 8 8 5       Giant foxtail 0 0 0 0 0 9 1 0 9 0 0 0 0 0 0 0 2 3 3 3 3 5       Lambsquarters -- 5 3 -- 5 9 0 0 4 -- 0 -- 0 0 0 -- -- 9 9 3 9 8               Morningglory 0 3 0 0 3 2 0 0 3 0 0 0 0 0 0 0 3 3 1 5 3 5              Nutsedge 0 0 0 8 0 0 0 0 10 0 0 0 0 0 0 0 0 2 0 -- 0 8       Rape 1 1 0 0 0 0 0 0 2 0 0 0 0 0 0 0 8 8 6 8 9 6       Rice 5 3 0 5 5 9 5 3 9 0 0 0 0 0 0 0 5 3 0 2 2 3       Sorghum 5 3 0 2 2 1 1 2 9 0 0 0 0 0 0 0 3 3 0 5 0 7       Soybean 5 2 0 2 0 1 1 0 5 0 0 0 0 0 0 0 4 1 0 0 3 2       Sugar beet 3 1 0 0 -- 3 0 0 2 0 0 0 1 0 0 3 7 8 4 5 8 7       Velvetleaf 1 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 4 4 3 3 2 6       Wheat 3 0 0 4 3 0 2 0 7 0 0 0 0 0 0 0 3 2 0 0 0 0       Wild buckwheat 0 0 0 5 6 0 0 0 0 -- -- -- -- -- -- -- 4 5 1 0 0 2             Wild oat 3 5 0 5 3 3 2 2 6 0 0 0 0 0 0 0 2 2 0 2 2 2       COMPOUND       Rate (10 g/ha) 289 290 291 292 293 294 295 296 297 298 299 300 301 302      303 304 305 306 307 308 309 310       PREEMERGENCE       Barley 0 0 1 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0       Barnyardgrass 0 0 0 0 0 0 0 0 0 0 0 1 3 3 0 0 3 2 0 0 0 0       Bedstraw 1 0 0 0 0 0 0 0 0 2 0 0 0 0 0 0 0 0 0 0 2 0       Blackgrass 3 0 4 0 0 0 3 3 2 2 2 2 0 4 0 0 0 0 3 3 0 0       Cheatgrass 6 2 6 0 0 0 0 1 0 0 0 4 6 6 0 0 7 3 2 0 0 0       Chickweed 7 0 4 0 0 2 2 2 2 -- 0 0 2 9 0 0 3 2 0 0 0 0       Cocklebur 0 0 0 0 0 0 0 0 0 0 0 -- -- -- -- -- -- -- 0 0 0 --       Corn 2 0 2 0 0 0 0 0 0 0 0 2 1 5 0 0 4 1 4 2 0 0       Cotton 0 0 0 0 0 0 0 0 0 0 0 2 2 2 0 0 2 0 -- 0 0 2       Crabgrass 3 0 4 0 0 0 2 0 0 0 0 5 2 5 0 0 7 3 0 0 0 0       Giant foxtail 3 0 5 0 0 0 0 0 0 0 0 6 2 8 1 0 8 2 0 0 0 0       Lambsquarters 7 5 6 0 0 0 2 4 10 4 3 3 9 9 0 0 5 5 2 3 3 5       Morningglory -- 0 0 0 0 0 0 0 0 0 0 0 1 0 0 0 2 0 0 0 0 3       Nutsedge 0 0 8 0 0 0 0 0 0 0 0 0 0 8 0 0 0 0 0 0 0 0       Rape 0 1 2 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1 2 0 0       Rice 0 0 0 0 0 0 0 0 0 0 0 0 3 7 0 0 8 2 0 0 0 0       Sorghum 2 0 2 0 0 0 0 0 0 0 0 3 1 3 0 0 5 1 0 0 0 0       Soybean 0 0 -- 0 0 0 0 0 0 0 0 1 3 2 0 0 2 0 0 1 0 2       Sugar beet 6 0 5 0 0 0 0 0 0 0 0 0 0 2 0 0 6 0 0 2 0 2       Velvetleaf 0 0 0 0 0 0 0 0 0 0 0 0 0 1 0 0 0 0 4 0 3 3       Wheat 0 0 4 0 0 0 0 0 0 0 0 0 2 5 0 0 0 0 0 0 0 0       Wild buckwheat 2 2 2 0 0 0 2 0 0 2 0 0 0 0 0 0 0 2 -- 2 -- --       Wild oat 2 2 3 0 0 0 2 0 0 0 0 2 6 2 0 0 0 0 0 0 0 0       COMPOUND       Rate (10 g/ha) 311 312 313 314 315 316 317 318 319 320 321 322 323 324      325 326 327 328 329 330 331 332       PREEMERGENCE       Barley 0 0 0 0 0 0 0 0 0 0 0 2 8 3 0 0 2 0 0 0 0 0       Barnyardgrass 0 0 0 0 0 0 0 0 0 0 0 1 1 3 0 0 3 1 1 0 0 0       Bedstraw 0 0 0 0 0 0 2 0 0 0 0 1 8 5 0 0 5 0 0 0 0 0       Blackgrass 0 1 1 1 0 0 0 0 0 0 0 7 8 7 5 0 5 0 0 0 0 0       Cheatgrass 0 3 0 0 0 0 0 0 0 0 0 9 9 9 7 0 7 0 3 0 0 0       Chickweed 0 0 0 0 0 0 0 0 0 0 0 9 9 9 8 2 9 0 2 0 -- --       Cocklebur 3 2 -- 0 0 0 0 0 0 0 0 0 0 1 0 0 1 0 0 0 0 0       Corn 0 0 0 0 0 0 0 0 0 0 0 9 8 9 7 0 9 2 2 0 0 0       Cotton 2 -- 0 0 0 0 0 0 0 0 0 2 5 8 1 0 5 2 2 0 0 0       Crabgrass 0 0 0 0 0 0 0 0 0 0 0 5 7 6 0 0 5 2 0 0 0 0       Giant foxtail 2 2 0 0 0 0 0 0 0 0 0 3 8 8 0 0 6 0 0 0 0 0       Lambsquarters 0 5 -- 10 0 0 0 0 0 0 0 9 9 9 3 2 9 0 3 0 0 0       Morningglory 5 3 0 0 0 0 0 0 0 0 0 2 5 3 1 1 2 0 0 0 0 0       Nutsedge 0 0 0 0 0 0 0 0 0 0 0 5 3 9 -- 0 7 0 0 0 0 0       Rape 0 0 0 0 0 0 0 0 0 0 0 7 9 9 0 0 9 0 0 0 0 0       Rice 0 0 0 0 0 0 0 0 0 0 0 9 9 9 8 3 9 0 3 0 0 0       Sorghum 0 0 0 0 0 0 0 0 0 0 0 8 8 8 3 0 8 0 2 0 0 0       Soybean 3 2 0 0 0 0 0 0 0 0 0 7 9 9 2 0 4 0 2 0 0 0       Sugar beet 0 3 0 0 0 0 0 0 0 0 0 9 8 8 5 3 9 0 0 0 0 0       Velvetleaf 2 3 0 0 0 0 0 0 0 0 0 5 3 8 0 0 1 0 0 0 0 0       Wheat 0 0 0 0 0 0 0 0 0 0 0 5 8 6 2 0 0 0 0 0 0 0       Wild buckwheat -- -- -- -- -- 0 -- -- -- -- 0 -- -- -- -- -- -- -- --      -- -- --       Wild oat 0 0 0 0 0 0 0 0 0 0 0 7 8 6 5 2 2 0 2 0 0 0       COMPOUND       Rate (10 g/ha) 333 334 335 336 337 338 339 340 341 342       Barley 0 0 0 0 0 5 3 0 0 2       Barnyardgrass 0 0 0 0 0 2 4 0 0 0       Bedstraw 0 0 0 0 0 2 0 0 0 0       Blackgrass 0 0 0 0 0 0 5 5 2 0       Cheatgrass 0 0 0 0 0 9 9 7 3 8       Chickweed -- -- 0 0 0 9 9 -- 0 7       Cocklebur 0 0 0 0 0 2 6 0 0 2       Corn 0 0 0 0 0 8 7 0 0 4       Cotton 0 0 0 0 0 4 6 0 -- 2       Crabgrass 0 0 0 0 0 2 9 0 0 3       Giant foxtail 0 0 0 0 0 5 9 0 0 3       Lambsquarters 0 0 0 0 0 8 9 0 0 9       Morningglory 0 0 0 0 0 5 2 0 0 4       Nutsedge 0 0 0 0 0 6 4 0 0 0       Rape 0 0 0 0 0 5 9 0 0 5       Rice 0 0 0 0 0 7 9 3 0 8       Sorghum 0 0 0 0 0 1 9 0 0 9       Soybean 0 0 0 0 0 6 5 0 0 3       Sugar beet 0 0 0 0 0 2 9 0 0 7       Velvetleaf 0 0 0 0 0 2 5 0 0 2       Wheat 0 0 0 0 0 8 8 2 0 5       Wild buckwheat -- -- -- -- -- -- -- -- -- --       Wild oat 0 0 0 0 0 2 2 2 0 4

TEST B

The compounds evaluated in this test were formulated in a non-phytoxic solvent and applied to the soil surface before plant seedlings emerged (preemergence application), to water that covered the soil surface (paddy application), and to plants that were in the one-to-four leaf stage (postemergence application). A sandy loam soil was used for the preemergence and postemergence tests, while a silt loam soil was used in the paddy test. Water depth was approximately 2.5 cm for the paddy test and was maintained at this level for the duration of the test.

Plant species in the preemergence and postemergence tests consisted of barley (Hordeum vulgare), bedstraw (Galium aparine), blackgrass (Alopecurus myosuroides), chickweed (Stellaria media), corn (Zea mays), cotton (Gossypium hirsutum), crabgrass (Digitaria sanguinalis), downy brome (Bromus tectorum), duck salad (Heteranthera limosa), giant foxtail (Setaria faberii), lambsquarters (Chenopodium album), morningglory (Ipomoea hederacea), pigweed (Amaranthus retroflexus), rape (Brassica napus), ryegrass (Lolium multiflorum), sorghum (Sorghum bicolor), soybean (Glycine max), speedwell (Veronica persica), sugar beet (Beta vulgaris), velvetleaf (Abutilon theophrasti), wheat (Triticum aestivum), wild buckwheat (Polygonum convolvulus), and wild oat (Arena fatua). All plant species were planted one day before application of the compound for the preemergence portion of this test. Plantings of these species were adjusted to produce plants of appropriate size for the postemergence portion of the test. Plant species in the paddy test consisted of barnyardgrass (Echinochloa crus-galli), rice (Oryza sativa), and umbrella sedge (Cyperus difformis).

All plant species were grown using normal greenhouse practices. Visual evaluations of injury expressed on treated plants, when compared to untreated controls, were recorded approximately fourteen to twenty-one days after application of test compounds. Plant response ratings, summarized in Table B, are recorded on a 0 to 10 scale where 0 is no injury and 10 is complete control. A dash (-) response means no test result.

    TABLE B       - COMPOUND       Rate (125 g/ha) 2 7 125 209 254 269 292       POSTEMERGENCE       Barley Igri 10 8 0 0 8 9 8       Bedstraw 10 5 8 0 10 10 10       Blackgrass 10 9 8 6 9 10 10       Chickweed 10 3 10 0 10 6 9       Corn 10 7 8 7 10 9 10       Cotton 7 6 10 0 9 7 9       Crabgrass 8 6 0 0 0 0 10       Downy brome 10 9 0 2 9 9 6       Duck salad -- -- 4 0 3 7 8       Giant foxtail 10 8 3 5 7 5 10       Lambsquarters 10 10 10 0 8 2 9       Morningglory 10 7 10 5 10 8 10       Pigweed 8 6 9 0 9 7 7       Rape 10 0 10 0 10 10 10       Ryegrass 10 5 0 2 9 9 7       Sorghum 10 7 5 7 9 8 10       Soybean 10 6 9 0 10 8 3       Speedwell 8 0 6 0 4 5 9       Sugar beet 10 7 10 0 9 4 9       Velvetleaf 10 6 10 0 7 4 8       Wheat 9 6 0 0 5 6 8       Wild buckwheat 10 4 9 0 10 10 --       Wild oat 10 8 0 0 9 8 9       Barnyardgrass 9 2 7 0 8 9 7       Rice Japonica 9 8 7 6 8 9 6       Umbrella sedge 9 5 9 0 8 8 4       COMPOUND       Rate (125 g/ha) 2 7 125 209 254 269 292       PREEMERGENCE       Barley Igri 10 4 0 0 9 0 2       Bedstraw 10 5 8 5 10 8 3       Blackgrass 10 7 9 0 10 10 0       Chickweed 10 4 9 5 10 3 9       Corn 9 0 2 0 10 0 0       Cotton 5 0 3 0 9 2 0       Crabgrass 9 4 3 3 7 6 3       Downy brome 10 7 0 7 9 9 2       Duck salad -- -- -- -- -- -- --       Giant foxtail 10 5 0 0 8 6 0       Lambsquarters 10 8 10 0 9 10 0       Morningglory 6 3 7 0 9 0 0       Pigweed 10 7 9 0 9 8 7       Rape 10 3 10 0 10 3 3       Ryegrass 10 5 4 4 9 0 3       Sorghum 9 7 4 3 9 3 4       Soybean 8 0 3 0 10 3 0       Speedwell 10 9 10 0 9 10 4       Sugar beet 10 7 10 4 10 -- 6       Velvetleaf 9 4 7 0 8 4 3       Wheat 10 7 0 0 3 0 0       Wild buckwheat 10 2 9 5 9 9 7       Wild oat 9 3 2 0 9 2 0       Barnyardgrass -- -- -- -- -- -- --       Rice Japonica -- -- -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- --       COMPOUND       Rate (62 g/ha) 1 2 3 5 7 11 13 14 35 50 51 53 58 59 60 63 64 71 77 78      81 82 83 84 86 88 89 102 103       POSTEMERGENCE       Barley Igri 10 10 9 10 8 9 9 9 5 9 9 9 6 8 7 9 9 3 5 4 8 8 9 9 8 8 8 9      9       Bedstraw 10 10 10 10 5 9 10 8 10 10 10 10 10 10 10 9 9 9 7 9 8 9 10 10      10 10 10 10 10       Blackgrass 9 10 10 10 8 9 9 7 10 10 9 9 9 9 9 10 10 7 7 8 10 10 10 9 9      9 10 9 9       Chickweed 9 10 10 10 0 10 9 9 10 9 10 9 9 10 10 10 10 9 7 9 9 10 10 10      9 9 10 9 9       Corn 7 10 10 10 7 10 10 10 10 8 10 7 10 10 9 10 10 7 7 8 4 9 9 10 4 8 9      6 0       Cotton 6 7 9 7 5 9 8 9 8 10 10 10 9 10 10 9 10 10 7 8 8 9 10 9 9 9 9 7      8       Crabgrass 8 7 8 10 5 7 10 7 4 5 8 8 4 0 3 7 10 6 7 5 7 4 5 6 3 3 4 1 2        Downy brome 9 10 10 10 8 9 9 7 10 8 8 9 6 8 7 9 8 4 6 3 7 7 6 9 6 8 5      9 9       Duck salad -- -- -- -- -- -- -- -- -- 10 10 10 8 10 10 9 10 10 7 9 4 9      9 3 9 9 9 6 9       Giant foxtail 8 10 10 10 7 10 10 10 9 10 10 10 7 6 4 10 10 5 7 8 9 9 10      9 6 6 7 7 7       Lambsquarters 10 10 10 10 9 10 10 8 10 10 10 10 9 10 10 10 10 10 10 10      9 9 10 10 10 9 10 10 10       Morningglory 7 10 10 10 6 9 10 10 10 10 10 10 10 10 10 10 10 10 10 10      10 10 10 9 9 10 10 10 9       Pigweed 8 7 7 10 4 9 10 6 10 10 10 10 10 10 10 10 10 10 10 10 9 10 10 9      9 8 10 9 10       Rape 7 10 10 10 0 10 10 10 4 10 10 10 10 10 10 10 10 8 10 10 9 10 10 10      10 10 10 9 10       Ryegrass 10 10 5 10 4 9 10 9 9 9 10 10 6 9 9 10 10 6 8 6 6 6 6 10 5 6 5      6 4       Sorghum 7 10 10 10 7 10 10 10 10 8 10 7 7 8 7 10 10 7 10 10 10 10 10 10      9 8 9 10 10       Soybean 8 10 10 10 4 10 10 10 10 10 10 10 10 10 10 10 10 9 9 9 9 10 10      9 9 9 9 8 9       Speedwell 7 6 4 10 0 0 8 0 5 6 10 9 9 10 8 8 8 4 6 6 3 9 0 10 9 9 10 --      --       Sugar beet 10 10 10 10 7 10 10 9 10 10 10 10 10 10 10 10 10 9 10 10 9 9      10 10 10 9 10 10 10       Velvetleaf 8 10 10 10 4 8 10 7 10 10 10 10 10 10 8 10 10 10 8 10 9 9 10      7 9 9 9 7 9       Wheat 9 9 9 10 6 9 9 9 7 9 9 9 5 6 4 9 9 2 3 2 8 8 5 9 6 6 7 9 9              Wild buckwheat -- 10 10 10 2 9 10 9 0 8 10 9 8 10 10 9 9 3 6 9 9      9 9 10 8 9 9 9 9       Wild oat 10 10 10 10 8 9 10 8 9 7 9 8 5 8 7 8 8 2 2 4 9 4 3 9 5 5 4 8 8       Barnyardgrass 8 8 7 9 0 8 8 8 9 9 9 9 8 8 7 9 10 8 9 9 9 9 9 8 9 9 9 4      7       Rice Japonica 8 8 8 9 2 8 8 7 8 9 9 9 8 9 9 8 9 9 9 9 9 9 9 9 9 8 8 6 6       Umbrella sedge 9 9 9 9 4 9 6 3 5 9 10 9 8 9 9 9 9 3 9 9 9 9 9 6 9 8 8 6      9       COMPOUND       Rate (62 g/ha) 108 109 110 111 112 114 115 116 117 118 119 120 121 122      125 166 167 170 172 173 203 208       POSTEMERGENCE       Barley Igri 8 10 10 9 8 9 4 6 4 5 10 9 10 10 0 9 9 9 9 9 9 9       Bedstraw 10 10 10 10 10 10 10 10 10 -- 10 10 10 10 6 10 10 -- 9 10 10      10       Blackgrass 10 10 10 10 10 9 9 9 9 9 10 10 10 10 8 9 9 9 10 10 9 10            Chickweed 10 10 10 10 9 9 9 10 10 3 10 10 10 10 9 10 10 10 9 9 10      9       Corn 10 9 10 10 8 9 9 8 5 5 10 10 10 10 5 10 10 10 9 9 10 10       Cotton 10 9 10 10 9 9 9 9 10 3 10 10 10 10 9 8 10 10 6 9 9 10       Crabgrass 7 9 9 6 6 2 2 2 0 0 8 7 9 7 0 8 8 10 8 9 10 10       Downy brome 9 9 10 9 7 6 0 8 0 0 10 9 9 9 0 9 9 9 9 9 10 9       Duck salad 10 9 10 8 10 4 4 7 6 5 9 9 9 9 4 9 9 9 7 5 9 10       Giant foxtail 6 9 10 9 6 8 7 9 3 0 10 10 10 7 2 9 9 10 9 9 7 10               Lambsquarters 10 10 10 10 10 9 10 9 5 3 10 10 10 10 10 10 10 10      9 9 10 10       Morningglory 10 8 10 10 10 8 10 10 10 9 10 10 10 10 10 10 10 10 9 10 10      10       Pigweed 10 10 10 10 10 7 6 9 8 7 10 10 10 10 8 10 10 10 9 9 10 10             Rape 10 10 10 10 10 9 9 10 10 10 10 10 10 10 9 10 10 10 6 9 10 10       Ryegrass 10 10 10 9 7 9 5 9 6 6 10 6 10 10 0 9 9 10 9 9 10 10       Sorghum 10 9 10 10 10 8 9 9 9 0 10 10 10 10 5 10 10 10 6 9 10 10              Soybean 10 9 10 10 9 8 9 10 9 1 10 10 10 10 9 9 10 10 9 9 10 9         Speedwell -- 10 10 9 10 9 8 10 10 9 10 8 10 0 -- 9 5 9 10 8 7 8             Sugar beet 10 9 10 10 10 9 9 9 9 5 10 10 10 10 10 10 10 10 9 9 10      10       Velvetleaf 10 10 10 10 10 8 9 9 9 4 10 10 10 9 9 9 10 10 9 8 10 10            Wheat 5 9 9 8 5 6 4 4 0 0 9 9 9 9 0 9 9 9 9 9 9 9       Wild buckwheat 10 9 9 10 9 9 9 10 9 9 10 10 8 10 9 9 9 9 9 10 9 10            Wild oat 9 9 10 7 6 9 4 8 5 3 9 6 9 9 0 9 9 9 9 9 9 9       Barnyardgrass 9 9 9 8 8 8 9 8 6 8 9 9 9 9 4 9 0 10 7 6 9 10       Rice Japonica 9 9 9 9 8 8 7 7 8 7 8 8 9 9 6 9 8 9 7 9 9 9       Umbrella sedge 9 8 9 8 8 9 9 9 9 8 9 9 9 9 9 10 9 9 8 8 9 9       COMPOUND       Rate (62 g/ha) 209 211 212 213 214 217 218 219 225 229 230 231 232 252      254 256 258 259 261 266 267 268       POSTEMERGENCE       Barley Igri 0 10 9 7 8 9 8 7 9 9 9 9 9 9 8 9 10 9 10 9 9 9       Bedstraw 0 10 10 10 10 8 8 10 9 10 10 10 10 10 10 10 9 9 10 10 10 10          Blackgrass 5 10 9 8 9 9 8 8 8 10 9 9 10 10 9 9 9 9 10 10 10 10             Chickweed 0 10 8 10 10 9 10 10 10 10 10 10 10 7 10 10 10 9 9 6 10      10       Corn 4 10 10 10 10 10 10 10 10 9 9 10 10 10 9 10 10 10 10 10 10 10            Cotton 0 10 10 10 10 10 9 7 10 2 -- 8 7 8 9 0 5 8 4 5 9 9       Crabgrass 0 7 7 8 5 8 6 4 9 6 4 9 9 7 0 9 10 7 10 0 4 3       Downy brome 0 10 9 8 8 9 8 7 10 9 9 9 10 10 8 9 9 10 9 9 10 10       Duck salad 0 10 9 9 10 9 8 6 8 8 8 0 0 6 3 6 9 5 7 9 3 4       Giant foxtail 5 10 10 10 7 9 8 6 10 8 7 9 9 9 6 10 10 10 10 10 6 7            Lambsquarters 0 10 10 10 10 10 10 10 10 10 10 10 10 9 8 10 10 10      10 8 10 10       Morningglory 4 10 10 10 10 10 10 10 9 9 10 9 10 10 10 10 10 9 10 10 10      10       Pigweed 0 10 7 10 10 10 10 10 10 10 9 10 10 8 9 10 10 10 10 5 10 10           Rape 0 9 10 10 10 10 9 9 10 8 9 10 9 10 10 10 10 9 10 9 10 10             Ryegrass 0 -- 8 10 8 9 9 8 10 5 2 9 9 5 9 10 9 10 10 2 10 10            Sorghum 7 10 10 10 10 10 9 8 10 8 9 10 10 10 9 10 10 10 10 10 10      10       Soybean 0 10 10 10 10 9 10 10 10 9 9 10 9 8 10 10 10 9 9 10 10 10             Speedwell 0 9 3 10 9 7 3 5 7 9 0 -- 10 8 4 3 0 3 3 3 10 0               Sugar beet 0 10 8 10 10 9 10 10 10 8 8 10 10 8 9 9 9 10 10 6 10      10       Velvetleaf 0 10 10 10 7 10 10 9 10 9 10 9 8 8 5 10 10 8 9 10 9 7              Wheat 0 9 8 7 6 9 9 7 9 8 8 9 9 9 4 9 9 9 9 8 9 9       Wild buckwheat 0 9 9 10 10 9 9 9 10 9 9 9 9 10 10 9 9 9 10 9 10 9             Wild oat 0 9 8 7 7 9 9 7 8 9 9 9 9 9 9 9 9 9 9 9 9 10       Barnyardgrass 0 9 8 9 9 8 9 9 8 0 0 9 0 8 8 9 9 9 9 3 8 0       Rice Japonica 4 9 8 9 9 9 8 9 9 0 0 9 9 9 8 9 9 9 9 9 8 8       Umbrella sedge 0 10 9 9 9 9 9 9 9 0 6 6 5 8 8 9 9 5 9 4 5 5       COMPOUND       Rate (62 g/ha) 269 270 271 274 275 276 289 292 300 301 302 305 310       Barley Igri 9 10 10 9 9 -- 10 7 10 10 10 9 9       Bedstraw 10 10 10 9 10 6 10 10 10 10 10 10 10       Blackgrass 10 10 10 9 10 9 10 10 10 10 10 10 10       Chickweed 2 8 10 0 10 1 10 9 10 10 10 10 7       Corn 9 10 10 10 10 8 10 10 9 10 10 10 9       Cotton 5 9 9 2 8 0 10 8 10 8 9 9 8       Crabgrass 0 10 10 5 10 3 8 9 9 9 10 10 4       Downy brome 9 10 10 9 9 -- 9 4 10 9 10 9 9       Duck salad 0 0 3 0 8 0 8 8 6 5 9 9 0       Giant foxtail 3 10 10 6 10 6 10 10 10 10 10 10 9       Lambsquarters 0 10 10 0 10 3 10 8 10 10 10 10 9       Morningglory 7 10 10 0 8 7 10 6 8 10 10 10 10       Pigweed 7 10 10 4 10 8 9 7 9 9 10 9 8       Rape 10 9 9 6 10 0 5 9 9 9 9 9 9       Ryegrass 5 9 10 9 10 2 8 7 10 9 10 9 9       Sorghum 8 10 10 9 10 8 10 10 9 10 10 10 9       Soybean 7 8 9 3 8 4 8 2 9 9 10 10 9       Speedwell 3 6 3 0 7 0 8 9 10 10 8 10 10       Sugar beet -- 9 9 7 9 5 10 9 9 10 10 10 10       Velvetleaf 4 9 10 3 7 4 7 7 8 7 10 8 9       Wheat 5 10 9 9 9 -- 9 8 9 9 9 9 6       Wild buckwheat 10 10 10 -- 10 0 9 -- 9 9 9 8 9       Wild oat 5 10 9 9 9 -- 9 8 10 10 10 9 9       Barnyardgrass 7 4 9 0 9 0 7 5 6 9 10 10 7       Rice Japonica 8 9 9 6 9 7 8 2 7 7 8 8 4       Umbrella sedge 7 10 9 3 9 0 8 3 9 9 9 8 3       COMPOUND       Rate (62 g/ha) 1 2 3 5 7 11 13 14 35 50 51 53 58 59 60 63 64 71 77 78      81 82 83 84 86 88 89 102 103       PREEMERGENCE       Barley Igri 8 9 6 7 2 0 3 0 3 8 9 9 7 7 4 9 9 2 6 5 9 6 6 8 9 6 8 8 9         Bedstraw 10 10 10 10 0 9 9 8 10 10 10 10 10 10 10 9 9 9 6 8 8 9 9 7 9      9 9 9 9       Blackgrass 9 10 9 9 6 8 8 6 8 9 9 10 8 8 8 10 10 7 8 8 9 10 10 9 9 9 9      10 10       Chickweed 7 10 10 10 0 10 10 10 10 10 10 10 10 10 10 9 10 8 7 8 8 10 10      8 9 10 10 9 9       Corn 4 9 10 7 0 4 9 3 6 2 10 7 8 8 7 10 10 5 2 8 -- -- -- 10 4 8 7 7 2        Cotton 4 4 7 8 0 4 9 3 7 8 10 9 5 9 9 9 9 9 4 8 -- -- -- 9 9 9 7 4 9         Crabgrass 7 8 9 8 3 6 4 0 8 9 10 10 7 7 6 10 9 6 6 8 -- -- -- 6 7 3 8      3 4       Downy brome 9 10 9 10 5 7 7 6 10 9 9 9 7 8 7 10 9 2 7 6 9 9 7 6 7 7 5 8      9       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- --       Giant foxtail 5 9 9 7 4 8 3 2 9 8 9 10 6 4 3 9 9 0 6 9 -- -- -- 10 8 8      8 8 8       Lambsquarters 10 10 10 10 5 10 10 10 10 10 10 10 10 10 10 10 10 8 8 9      10 9 9 10 10 9 10 10 10       Morningglory 0 4 6 8 0 5 8 0 8 9 10 8 0 10 10 9 10 8 3 10 -- -- -- 9 9      7 9 8 9       Pigweed 9 10 9 10 6 8 9 8 8 10 10 10 10 9 9 9 10 9 9 9 -- -- -- 7 9 9 9      9 9       Rape 9 10 10 10 0 6 10 8 9 9 9 9 10 10 10 10 10 9 10 9 9 9 9 9 9 9 9 9      9       Ryegrass 9 6 3 10 3 8 7 4 10 9 9 10 8 10 8 10 10 6 5 8 9 6 9 9 7 6 8 1      2       Sorghum 9 9 9 9 6 9 9 6 9 9 10 9 10 10 8 9 ;10 7 8 10 -- -- -- 9 10 9 9      9 9       Soybean 4 7 6 7 0 3 8 3 3 8 10 8 5 9 9 10 9 9 6 9 -- -- -- 9 6 9 8 2 7        Speedwell 9 10 8 10 5 4 9 7 10 10 10 10 10 10 9 10 8 6 3 6 9 10 10 9 9      9 9 9 8       Sugar beet 9 10 10 10 0 9 9 9 10 9 9 9 10 10 10 10 10 9 9 9 9 9 9 9 9 9      9 9 9       Velvetleaf 7 9 7 9 3 8 8 0 8 9 9 9 8 10 8 9 9 9 7 8 -- -- -- 8 8 7 9 7      9       Wheat 9 10 8 9 2 0 0 2 4 8 9 9 0 6 4 9 9 3 5 4 8 8 8 9 5 5 8 6 8              Wild buckwheat 10 10 10 10 0 7 8 8 9 9 9 9 8 9 8 9 8 6 8 8 9 9 9      6 9 9 9 9 9       Wild oat 4 7 5 4 2 0 0 0 5 7 9 9 4 6 7 7 8 0 2 3 8 5 7 9 3 0 3 4 7            Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- --

    TABLE B       - COMPOUND       Rate (62 g/ha) 108 109 110 111 112 114 115 116 117 118 119 120 121 122      125 166 167 170 172 173 203 208       PREEMERGENCE       Barley Igri 9 9 9 5 5 8 2 9 4 2 10 9 9 9 0 7 0 2 5 0 9 9       Bedstraw 10 10 10 10 10 9 9 9 9 9 9 9 10 10 8 9 9 10 8 8 8 10       Blackgrass 10 10 10 10 10 9 9 9 8 8 10 10 10 10 9 9 9 9 10 9 9 9              Chickweed 10 9 9 9 9 10 8 10 9 9 10 10 10 10 9 9 9 10 9 8 9 9          Corn 10 8 9 5 6 9 9 9 6 6 9 9 10 10 0 9 10 10 4 9 9 10       Cotton 10 9 10 8 9 6 5 9 10 5 10 8 10 10 3 7 3 9 6 8 8 8       Crabgrass 10 9 9 7 7 8 5 9 7 3 7 6 8 7 3 9 8 9 9 9 8 10       Downy brome 9 9 9 9 9 8 5 8 7 4 10 9 10 10 0 9 9 6 4 8 10 9       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Giant foxtail 9 9 9 9 7 9 7 8 6 5 8 8 8 6 0 9 8 9 9 9 4 9       Lambsquarters 10 9 10 9 9 9 8 10 9 9 10 10 10 9 10 10 10 10 10 10 9 10        Morningglory 10 8 9 7 9 9 9 9 10 7 9 9 9 9 5 7 5 9 6 5 8 9       Pigweed 10 9 10 10 9 9 9 9 9 8 9 9 10 9 9 9 8 9 9 9 9 10       Rape 10 9 9 9 9 9 9 10 9 10 10 10 10 10 9 9 9 10 3 7 10 10       Ryegrass 10 10 9 8 9 9 5 9 8 8 10 9 10 10 2 9 9 9 5 9 9 10       Sorghum 10 9 9 10 10 9 9 9 9 5 9 9 10 10 0 9 9 9 6 9 10 10       Soybean 10 8 10 6 5 7 4 9 9 1 9 8 10 10 2 7 3 9 6 8 7 8       Speedwell 7 9 10 9 10 10 10 10 8 10 10 10 10 5 10 10 8 10 10 10 8 9           Sugar beet 10 10 9 9 9 9 9 9 9 9 10 10 10 10 9 10 10 10 10 9 9 9          Velvetleaf 9 9 10 9 10 9 8 9 9 7 9 9 10 9 7 8 7 9 6 7 9 10       Wheat 9 9 7 5 4 6 1 4 3 0 9 9 9 9 0 8 4 9 7 0 9 9       Wild buckwheat 9 9 9 10 9 9 9 9 9 10 10 10 10 10 9 7 9 8 10 10 9 9            Wild oat 9 9 9 0 5 7 3 8 7 3 9 6 9 9 0 5 5 5 4 0 6 7       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       COMPOUND       Rate (62 g/ha) 209 211 212 213 214 217 218 219 225 229 230 231 232 252      254 256 258 259 261 266 267 268       PREEMERGENCE       Barley Igri 0 6 3 8 9 9 8 2 7 9 5 9 9 2 7 9 8 6 9 3 9 9       Bedstraw 3 10 10 10 10 9 9 10 9 9 9 10 10 9 10 10 10 9 10 9 10 10             Blackgrass 0 9 9 9 8 9 9 8 5 9 9 9 9 10 9 10 10 10 10 10 10 10          Chickweed 3 10 10 10 9 10 10 10 8 9 9 9 2 10 10 6 10 9 9 8 10 10           Corn 0 10 9 10 10 9 8 0 10 6 3 9 9 8 10 9 10 10 9 7 10 9       Cotton 0 8 6 10 10 7 7 10 9 3 -- 9 8 3 9 10 8 8 9 6 9 9       Crabgrass 0 10 8 9 7 6 8 0 3 4 7 7 7 4 6 8 9 8 9 5 7 6       Downy brome 5 9 8 9 9 9 9 8 -- 7 7 10 10 10 9 10 10 10 10 9 10 10             Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- --       Giant foxtail 0 10 8 9 4 5 7 0 5 10 6 7 6 6 6 8 9 9 9 4 6 6       Lambsquarters 0 9 9 10 10 10 10 8 -- 10 6 9 10 9 8 10 10 10 10 9 10 9         Morningglory 0 4 6 10 10 3 5 3 9 4 2 9 9 0 9 9 7 5 9 8 9 9       Pigweed 0 10 9 10 10 8 9 7 9 9 8 9 10 7 9 8 9 9 10 7 9 9       Rape 0 9 9 10 10 9 5 9 8 0 3 3 5 9 10 9 9 9 9 7 9 9       Ryegrass 3 8 4 9 7 8 6 7 0 2 0 9 8 5 9 10 10 9 10 3 9 6       Sorghum 3 10 9 10 10 10 9 4 9 9 9 10 9 9 9 10 9 9 10 9 10 9       Soybean 0 7 6 10 10 5 6 4 9 6 6 9 8 6 9 8 7 6 7 6 8 8       Speedwell 0 10 10 10 8 10 9 2 -- 9 9 9 0 10 9 9 7 8 9 9 10 8       Sugar beet 4 9 9 10 10 9 9 10 8 8 5 9 9 8 9 9 9 9 9 5 9 9       Velvetleaf 0 8 5 10 7 8 8 5 9 9 4 9 5 5 7 9 9 7 7 8 8 3       Wheat 0 7 3 9 5 9 7 0 3 8 5 9 9 0 0 9 8 9 8 3 9 6       Wild buckwheat 3 9 9 9 9 8 9 9 9 8 9 9 8 9 9 9 9 9 9 10 9 9       Wild oat 0 5 2 7 6 7 5 4 4 6 2 9 8 2 8 9 9 9 9 5 6 5       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       COMPOUND       Rate (62 g/ha) 269 270 271 274 275 276 289 292 300 301 302 305 310       PREEMERGENCE       Barley Igri 0 9 9 2 10 0 5 0 4 5 9 9 0       Bedstraw 6 9 9 0 10 0 9 0 4 8 10 9 8       Blackgrass 9 10 10 9 10 5 9 0 9 9 10 10 9       Chickweed 0 0 10 0 10 3 9 5 7 9 10 10 9       Corn 0 9 7 0 10 0 6 0 5 2 3 7 4       Cotton 0 9 8 0 9 0 0 0 4 8 9 8 9       Crabgrass 1 9 9 3 10 0 2 2 5 7 9 7 0       Downy brome 3 10 10 9 10 0 7 0 8 9 10 9 0       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- --       Giant foxtail 0 9 9 5 9 3 7 0 8 7 9 9 0       Lambsquarters 9 9 10 0 10 0 0 0 9 10 10 10 10       Morningglory 0 3 9 0 5 0 0 0 7 7 9 7 7       Pigweed 7 9 9 5 9 3 9 0 9 9 9 9 8       Rape 2 9 8 0 9 0 1 0 6 6 10 4 3       Ryegrass 0 9 9 0 10 0 6 0 4 5 10 7 2       Sorghum 2 9 9 4 10 8 9 1 6 5 9 9 0       Soybean 0 3 4 0 6 0 0 0 3 3 6 5 5       Speedwell 9 9 9 0 10 6 10 -- 8 10 10 10 10       Sugar beet -- 10 10 0 10 0 9 4 9 9 10 10 10       Velvetleaf 1 5 4 3 3 5 4 0 6 6 9 6 8       Wheat 0 9 9 7 10 0 1 0 6 6 9 5 0       Wild buckwheat 9 9 9 -- 10 3 8 5 4 8 10 9 9       Wild oat 0 9 9 0 9 0 5 0 4 5 9 6 0       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- --       COMPOUND       Rate (31 g/ha) 1 2 3 5 7 11 13 14 25 26 27 28 29 30 31 34 35 36 50 51      53 58 59 60 63 64 71 77 78       POSTEMERGENCE       Barley Igri 10 9 9 10 7 9 9 9 9 8 10 9 10 10 9 7 5 5 8 9 9 5 7 5 9 9 2      2 1       Bedstraw 10 10 10 10 3 8 9 8 10 10 10 10 10 10 7 8 10 10 8 10 9 10 10      10 7 9 7 5 7       Blackgrass 9 9 9 10 7 9 8 7 10 10 10 10 10 10 9 8 9 10 9 9 9 9 8 8 9 9      4 7 7       Chickweed 6 8 9 10 0 10 9 9 10 10 10 10 10 10 4 10 10 10 9 10 9 9 10 10      10 10 9 4 9       Corn 7 10 10 10 6 10 10 10 10 10 10 10 10 10 10 10 10 10 7 10 7 10 10 8      10 10 6 6 7       Cotton 6 7 8 7 4 8 7 9 5 7 10 10 10 10 6 6 7 8 10 10 10 9 10 10 9 9 10      6 7       Crabgrass 7 6 7 8 5 6 10 7 7 6 10 6 10 10 6 7 4 7 4 7 7 3 0 0 5 8 6 5 4       Downy brome 9 8 8 10 6 9 5 5 10 9 10 10 10 10 5 7 9 10 8 8 9 5 7 6 9 8      1 5 2       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 10 9      10 7 10 10 9 9 9 7 6       Giant foxtail 7 8 9 10 6 10 10 10 10 10 10 9 10 10 9 8 8 10 10 10 8 7 5      3 10 10 5 7 7       Lambsquarters 10 10 10 10 -- 10 10 8 10 10 10 10 10 10 10 10 10 10 10      10 10 9 10 10 10 10 8 9 10       Morningglory 7 10 10 8 6 8 8 9 10 10 10 10 10 10 8 8 10 10 10 10 10 10      10 10 10 10 10 9 10       Pigweed 6 6 6 10 3 8 9 3 10 10 10 10 10 10 7 8 8 10 10 10 10 10 10 10      10 10 10 9 10       Rape 6 8 10 10 0 10 10 10 9 10 10 10 10 10 0 5 4 10 10 10 10 10 10 10      10 10 7 8 9       Ryegrass 10 9 4 10 4 9 8 5 10 10 10 10 10 10 9 9 9 10 9 10 9 5 9 8 8 9      3 4 4       Sorghum 7 10 10 10 7 10 10 10 10 10 10 10 10 10 10 7 10 10 7 10 6 7 7 7      10 10 6 8 10       Soybean 7 10 10 10 3 8 10 10 10 10 10 10 10 10 10 10 10 10 10 10 10 10      10 10 10 10 9 9 9       Speedwell 5 6 4 9 0 0 6 0 8 6 6 9 9 0 0 0 5 8 6 10 8 9 10 8 -- 4 1 4 6        Sugar beet 10 10 10 10 6 10 10 9 10 10 10 10 10 10 10 10 10 10 10 10      10 9 10 10 10 10 9 10 10       Velvetleaf 7 8 10 9 4 8 9 6 7 9 10 10 10 10 7 6 7 10 10 10 10 10 10 7      10 10 9 8 10       Wheat 7 8 8 10 5 9 9 9 9 9 10 9 10 10 8 6 7 8 9 9 9 4 5 2 9 9 0 2 1           Wild buckwheat 10 7 9 10 0 9 5 7 10 7 10 10 10 10 6 0 0 5 7 10 8 8      10 10 9 9 0 4 8       Wild oat 10 10 9 9 5 9 7 6 10 9 9 9 9 -- 9 8 9 9 7 9 7 4 7 5 7 7 0 0 2        Barnyardgrass 2 6 5 8 0 7 8 7 8 8 8 9 10 8 3 2 8 9 8 9 9 8 8 7 9 9 8 6      8       Rice Japonica 8 8 8 9 0 8 8 7 7 8 8 8 9 8 6 8 8 8 0 9 9 8 9 9 8 9 8 7 9       Umbrella sedge 8 9 9 8 4 8 4 2 9 9 9 10 9 8 8 2 3 8 9 10 9 8 9 9 9 9 3      9 9       COMPOUND       Rate (31 g/ha) 81 82 83 84 86 88 89 102 103 107 108 109 110 111 112 114 1      15 116 117 118 119 120 121 122       POSTEMERGENCE       Barley Igri 7 7 8 7 6 6 7 9 9 9 7 10 10 9 8 6 4 6 3 3 10 8 10 10              Bedstraw 6 9 10 9 10 10 10 9 9 10 10 9 10 10 10 10 10 10 10 9 9      10 10 10       Blackgrass 10 10 10 9 9 9 10 9 9 10 9 10 10 10 10 9 9 9 8 9 10 10 9 10        Chickweed 9 10 10 10 6 9 10 9 9 10 10 10 10 10 9 9 5 10 10 3 10 10 10      10       Corn 0 7 9 10 1 7 9 3 0 10 10 9 10 10 8 9 9 8 4 3 10 10 10 10       Cotton 7 9 9 9 8 8 9 7 8 10 10 9 9 10 8 8 9 9 9 3 10 10 10 10       Crabgrass 4 4 5 4 2 0 2 0 2 7 5 6 9 0 2 0 0 2 0 0 7 4 7 5       Downy brome 6 6 3 8 4 6 4 8 8 9 9 9 10 9 6 6 0 7 0 0 10 9 9 9       Duck salad 3 9 9 1 9 6 9 3 7 10 10 9 10 8 9 4 4 7 5 4 9 9 9 9       Giant foxtail 8 8 9 8 5 5 5 6 6 9 5 9 9 8 4 8 5 6 2 0 9 9 10 4       Lambsquarters 8 9 10 10 9 9 10 9 10 10 10 10 10 10 10 8 5 7 5 0 10 10      10 10       Morningglory 9 10 10 8 9 10 10 9 9 10 10 7 10 10 10 8 10 10 10 9 10 10      10 10       Pigweed 9 10 10 9 8 7 5 8 10 10 10 10 10 10 10 7 6 9 8 0 10 10 10 10          Rape 9 10 10 10 10 10 10 9 9 10 10 10 10 10 10 9 9 10 9 10 10 10 10      10       Ryegrass 5 5 5 8 4 6 4 5 3 10 10 10 10 9 7 8 5 9 6 5 10 5 10 10               Sorghum 10 10 10 10 9 8 9 9 10 10 10 9 10 10 9 8 9 9 9 0 10 10      10 9       Soybean 8 9 9 9 8 9 9 7 9 10 10 8 10 10 9 8 9 9 9 0 10 10 10 10               Speedwell 3 6 0 10 7 9 9 -- -- -- -- 10 10 -- 10 9 5 10 9 -- 9      0 10 --       Sugar beet 9 9 10 10 9 9 9 9 10 10 10 9 10 10 10 6 8 9 9 5 10 10 10 10        Velvetleaf 8 9 10 7 8 7 8 4 9 10 8 10 10 10 10 8 9 9 9 4 10 10 10 8          Wheat 4 4 3 9 4 5 6 9 9 9 4 9 9 8 5 5 4 2 0 0 9 8 9 9       Wild buckwheat 9 8 9 9 8 9 9 9 9 10 10 -- 9 9 9 9 -- 9 9 -- 10 10 8 9         Wild oat 7 4 2 9 3 4 2 8 8 9 9 9 10 7 6 6 4 8 5 3 9 6 9 9       Barnyardgrass 8 9 9 3 9 8 8 2 6 8 9 9 9 8 8 8 9 8 5 7 9 8 9 8       Rice Japonica 8 9 9 8 8 7 6 3 3 9 9 9 9 8 8 8 7 7 8 6 8 8 9 8       Umbrella sedge 8 8 9 4 8 6 7 3 9 9 8 8 9 8 8 8 9 9 9 8 9 8 9 9       COMPOUND       Rate (31 g/ha) 125 166 167 170 172 173 203 204 205 206 207 208 209 211      212 213 214 217 218 219 225 229       POSTEMERGENCE       Barley Igri 0 9 9 8 9 9 9 10 10 10 9 9 0 10 9 6 6 9 8 6 9 9       Bedstraw 3 9 10 10 9 10 9 9 10 10 10 10 0 9 10 10 10 7 8 10 8 10              Blackgrass 6 9 9 9 10 10 9 10 10 10 10 10 5 10 9 8 8 9 7 7 7 10        Chickweed 7 10 10 10 8 8 9 10 10 10 10 9 0 9 7 10 10 8 10 10 10 9            Corn 4 10 10 10 9 9 10 10 10 10 10 10 3 10 10 10 10 10 9 10 10 9         Cotton 8 8 8 10 5 9 9 5 8 8 6 9 0 9 9 10 10 6 7 7 8 0       Crabgrass 0 7 4 10 8 9 10 10 10 10 10 10 0 6 6 6 4 7 4 3 8 4       Downy brome 0 8 9 8 9 9 10 10 10 10 10 9 0 10 9 8 7 9 7 6 9 9       Duck salad 3 9 7 9 5 4 9 9 10 9 10 10 0 10 9 9 9 6 4 0 2 4       Giant foxtail 0 9 7 10 9 9 6 10 10 10 10 10 5 10 9 8 6 8 6 3 10 8             Lambsquarters 10 10 10 10 9 9 10 10 10 10 10 10 0 10 10 10 10 10      10 10 10 10       Morningglory 10 9 10 10 9 10 10 10 10 9 8 10 3 10 10 10 10 10 10 10 9 9       Pigweed 8 10 8 10 9 9 10 10 10 10 9 10 0 10 7 10 10 10 7 9 10 8               Rape 9 10 10 10 5 9 10 10 10 10 9 10 0 9 9 10 10 9 9 9 10 8           Ryegrass 0 9 9 9 9 9 10 10 10 10 -- 10 0 9 7 10 7 9 7 8 9 5               Sorghum 4 10 10 10 6 9 10 10 10 10 10 10 6 9 10 10 10 10 8 7 10      8       Soybean 8 9 10 10 9 9 8 10 10 10 10 8 0 10 9 10 10 8 10 10 10 9               Speedwell 0 8 5 9 9 6 7 8 4 9 0 7 0 8 1 10 7 3 0 3 6 6       Sugar beet 10 10 10 10 9 9 10 10 10 10 10 10 0 8 8 10 10 9 9 10 10 8          Velvetleaf 9 9 9 10 8 8 10 10 10 9 8 10 0 10 10 9 6 10 8 8 10 9            Wheat 0 9 9 9 9 9 9 9 9 9 9 9 0 9 8 6 4 9 9 6 7 8       Wild buckwheat 8 8 9 9 9 9 9 9 10 10 9 9 0 8 9 10 10 8 8 8 10 9               Wild oat 0 9 9 9 9 9 9 10 10 9 9 8 0 8 7 7 6 9 7 6 7 9       Barnyardgrass 3 8 0 9 3 4 5 9 9 9 9 10 0 9 8 9 8 8 8 8 5 0       Rice Japonica 3 8 6 9 3 9 9 9 9 9 9 9 3 9 8 9 9 8 8 8 8 0       Umbrella sedge 9 10 9 8 7 8 9 9 9 9 9 9 0 9 9 9 9 9 9 9 9 0       COMPOUND       Rate (31 g/ha) 230 231 232 240 241 242 243 244 245 252 254 256 258 259      261 266 267 268 269 270 271 272       POSTEMERGENCE       Barley Igri 9 9 8 10 10 10 10 10 10 9 7 9 9 9 10 9 9 9 8 -- 10 9              Bedstraw 9 10 10 10 10 10 10 10 10 10 10 10 9 9 10 10 10 10 9 10      10 10       Blackgrass 9 9 10 10 10 10 10 10 10 10 9 9 9 9 9 10 10 10 9 10 10 10          Chickweed 9 10 10 10 10 10 10 10 5 5 10 8 10 8 9 3 9 10 0 7 10 10          Corn 9 10 10 10 10 10 10 10 10 10 9 10 10 10 10 10 10 10 9 10 10 10        Cotton 1 8 6 9 9 10 10 10 8 7 8 0 3 7 4 4 8 8 5 9 8 6       Crabgrass 1 7 7 9 9 10 10 10 9 7 0 9 10 4 7 0 3 2 0 10 10 9       Downy brome 8 9 10 10 10 10 10 10 9 10 8 9 9 10 9 9 10 10 8 8 10 9            Duck salad 6 0 0 7 8 9 8 8 9 0 3 3 6 4 4 8 3 3 0 0 0 0       Giant foxtail 7 7 7 9 10 10 10 10 10 9 5 10 10 10 10 10 5 5 2 10 10 10        Lambsquarters 10 10 10 10 10 10 10 9 9 4 2 10 10 10 10 8 10 0 0 -- 10      10       Morningglory 10 9 8 10 10 10 10 10 10 10 10 10 10 8 10 10 10 10 5 9 10      10       Pigweed 9 10 8 10 10 10 10 10 10 8 9 10 10 10 9 3 10 9 7 10 10 10             Rape 9 9 7 10 10 10 10 10 10 9 10 10 10 9 10 9 10 9 9 9 9 9             Ryegrass 0 9 9 10 10 10 10 10 10 5 7 10 9 10 10 0 10 10 5 8 10 10       Sorghum 8 10 10 10 10 10 10 10 10 10 8 10 10 10 10 10 10 10 8 10 10 10        Soybean 8 9 9 9 10 9 9 9 10 8 10 7 10 9 8 10 10 10 5 7 8 7       Speedwell 0 -- 10 4 4 9 10 0 8 5 3 2 0 2 2 2 10 0 0 5 0 0       Sugar beet 8 9 9 10 10 10 10 10 10 8 9 8 9 9 9 6 10 10 2 9 9 9       Velvetleaf 10 9 7 8 8 10 10 10 9 7 4 9 10 7 5 10 8 6 2 9 7 9       Wheat 6 9 9 9 9 10 10 9 9 9 3 8 9 9 8 8 9 8 4 9 9 9       Wild buckwheat 9 9 9 10 10 -- 9 -- 10 10 10 9 9 8 10 9 9 9 10 10 10 --        Wild oat 9 9 9 10 10 10 10 10 9 7 9 9 9 9 8 9 9 9 5 9 9 9       Barnyardgrass 0 6 0 7 7 9 9 9 9 3 7 6 9 9 9 0 3 0 6 0 3 5       Rice Japonica 0 8 8 9 9 9 9 9 8 8 8 9 9 8 9 1 8 8 6 9 8 8       Umbrella sedge 3 4 0 9 9 9 8 9 9 8 7 9 9 5 9 3 5 4 2 9 9 9

    TABLE B       - COMPOUND       Rate (31 g/ha) 274 275 276 283 284 285 286 287 288 289 291 292 300 301      302 305 310       POSTEMERGENCE       Barley Igri 3 9 7 10 10 10 10 10 10 9 10 5 10 10 10 9 9       Bedstraw 2 10 6 10 10 10 10 10 10 10 10 8 10 10 10 10 10       Blackgrass 9 10 9 10 10 10 10 10 10 10 10 9 10 10 10 10 9       Chickweed 0 10 1 10 10 10 10 10 10 10 10 8 10 10 10 10 6       Corn 9 10 8 10 10 10 10 10 10 10 10 10 9 10 10 10 9       Cotton 0 7 0 10 10 10 10 10 7 8 8 7 7 7 9 8 7       Crabgrass 5 10 2 9 8 8 10 10 7 8 10 5 9 8 10 10 4       Downy brome 6 9 -- 10 10 10 10 10 9 9 10 3 10 9 10 9 9       Duck salad 0 7 0 9 9 8 9 9 9 7 8 2 5 4 8 7 0       Giant foxtail 5 10 5 10 10 10 10 10 10 9 10 7 10 10 10 10 9       Lambsquarters 0 9 0 10 10 10 10 10 10 9 10 8 10 10 10 10 9       Morningglory 0 7 7 9 10 10 10 10 10 9 9 5 7 9 10 10 10       Pigweed 4 10 7 10 10 10 10 10 9 9 10 7 8 9 10 8 7       Rape 0 9 0 10 10 10 10 10 10 3 10 9 9 9 9 9 9       Ryegrass 0 10 2 10 8 4 10 10 7 6 10 5 10 9 10 9 7       Sorghum 9 10 8 10 10 10 10 10 10 10 10 10 9 10 10 10 9       Soybean 2 7 3 9 10 10 10 10 10 8 9 1 9 9 10 9 9       Speedwell 0 6 0 8 8 0 10 2 10 6 0 8 10 10 6 10 10       Sugar beet 5 9 2 9 9 9 10 10 10 9 9 9 9 10 10 10 10       Velvetleaf 0 6 4 9 10 10 10 7 10 6 8 5 6 7 9 7 9       Wheat 6 9 5 9 9 9 10 9 9 9 9 6 9 9 9 9 5       Wild buckwheat 6 10 -- 10 10 10 10 10 10 -- -- -- 9 8 9 -- 8       Wild oat 4 9 -- 10 9 9 9 10 9 8 9 5 10 10 10 8 9       Barnyardgrass 0 9 0 9 7 5 9 9 9 3 8 3 5 9 10 9 3       Rice Japonica 3 9 3 9 8 7 9 9 8 0 8 2 6 6 8 8 2       Umbrella sedge 0 9 0 9 9 9 9 9 9 8 9 0 9 7 9 7 2       COMPOUND       Rate (31 g/ha) 1 2 3 5 7 11 13 14 25 26 27 28 29 30 31 34 35 36 50 51      53 58 59 60 63 64 71 77 78       PREEMERGENCE       Barley Igri 5 7 6 6 0 0 0 0 2 1 2 2 2 0 2 0 0 2 6 9 9 3 7 3 9 9 0 4 5         Bedstraw 9 10 10 10 0 5 8 8 8 8 8 9 9 10 8 9 9 10 9 10 10 10 10 10 9      9 9 2 8       Blackgrass 8 8 9 7 4 7 7 4 8 8 9 8 9 7 4 4 7 8 9 9 10 8 8 7 9 9 6 8 7         Chickweed 6 10 10 10 0 10 8 10 8 9 9 8 9 10 0 8 10 10 10 10 10 9 10      10 9 9 8 5 7       Corn 0 8 8 6 0 4 8 3 9 9 9 10 10 10 8 0 2 3 0 10 6 7 7 4 9 10 0 0 6           Cotton 3 3 6 7 0 4 9 3 6 7 8 5 9 9 2 0 7 9 8 10 8 4 9 9 8 9 7 0 7         Crabgrass 3 8 7 7 0 2 2 0 8 10 9 8 9 9 7 7 4 8 8 10 9 6 7 3 9 9 3 3 6       Downy brome 8 9 6 10 4 3 6 3 4 3 4 7 7 9 1 0 8 8 8 9 9 6 7 7 10 8 2 6 4       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- --       Giant foxtail 3 8 8 4 3 5 3 2 7 9 9 7 9 9 8 6 7 9 8 8 9 6 3 0 9 9 0 5 7       Lambsquarters 9 10 10 10 5 10 9 10 3 9 10 5 9 8 5 6 10 10 10 10 10 9 10      10 10 10 8 6 7       Morningglory 0 3 5 8 0 2 6 0 6 7 2 7 9 9 5 2 3 8 9 10 5 0 10 10 9 10 8      2 9       Pigweed 7 10 7 10 6 7 9 8 9 9 8 8 9 10 7 8 8 9 10 10 10 9 9 9 9 10 9 9      9       Rape 6 10 9 10 0 4 9 8 6 4 8 9 8 8 3 0 6 8 9 9 9 10 10 10 10 10 9 9 9         Ryegrass 6 4 2 8 0 5 7 3 5 8 5 9 4 8 3 0 6 7 9 9 10 7 10 8 10 9 6 5 8       Sorghum 7 8 9 9 4 8 9 5 10 10 9 9 10 10 7 5 9 9 8 10 9 10 10 8 9 10 7 7      10       Soybean 4 5 4 7 0 2 3 2 3 5 4 4 9 8 2 2 2 6 7 10 7 4 8 8 9 9 8 4 7            Speedwell 7 10 5 10 0 4 8 7 8 8 2 8 9 3 0 6 10 8 9 10 10 10 10 9 9      8 5 0 2       Sugar beet 8 10 10 10 0 9 8 8 9 9 8 8 9 10 2 9 10 10 9 9 9 10 10 10 10      10 9 9 9       Velvetleaf 6 7 5 8 0 4 8 0 7 7 8 7 9 8 3 0 5 8 8 9 8 8 10 8 9 9 9 4 7         Wheat 6 8 7 8 0 0 0 2 4 4 0 2 3 1 2 0 3 0 5 9 9 0 5 3 9 9 2 3 4             Wild buckwheat 9 10 10 10 0 6 8 7 7 7 7 8 9 8 0 0 9 10 -- 9 9 8 9      8 9 8 5 6 7       Wild oat 3 5 3 3 0 0 0 0 5 4 0 3 4 3 2 3 4 3 5 9 8 3 6 6 6 5 0 0 1            Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- --       COMPOUND       Rate (31 g/ha) 81 82 83 84 86 88 89 102 103 107 108 109 110 111 112 114 1      15 116 117 118 119 120 121 122       PREEMERGENCE       Barley Igri 8 6 4 3 6 6 6 7 8 9 9 9 9 3 4 6 0 8 4 0 9 6 9 9       Bedstraw 7 9 9 0 9 9 9 9 9 10 10 10 10 9 10 9 9 9 9 9 9 7 10 10               Blackgrass 9 9 10 8 9 9 9 9 9 10 10 10 10 10 9 9 9 9 8 7 10 10      10 10       Chickweed 7 10 10 7 9 9 9 9 9 10 9 9 9 9 9 9 8 9 9 8 10 10 10 10              Corn -- -- -- 10 4 6 7 7 0 10 10 7 8 3 5 9 6 8 5 4 9 8 10 9            Cotton -- -- -- 8 9 9 7 4 9 10 10 9 10 6 8 4 2 9 9 5 9 8 10 10           Crabgrass -- -- -- 6 7 2 5 0 3 9 9 8 9 4 4 7 3 8 6 2 7 6 5 7              Downy brome 8 7 5 -- 6 6 5 5 8 9 8 9 9 6 6 7 3 7 5 3 10 7 10 10        Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- --       Giant foxtail -- -- -- 6 8 5 7 7 7 9 8 8 9 7 5 9 5 8 5 1 8 7 5 5              Lambsquarters 9 9 9 9 10 8 10 10 10 10 10 9 10 9 9 9 8 9 9 9 10      10 10 9       Morningglory -- -- -- 7 8 5 9 8 9 10 10 7 8 7 9 8 7 9 10 6 9 9 9 9            Pigweed -- -- -- 7 8 8 9 9 9 10 10 9 10 10 9 9 9 9 9 7 9 9 9 9           Rape 9 9 9 3 9 9 9 9 9 10 10 9 9 9 9 9 9 9 9 6 10 10 10 10       Ryegrass 6 5 5 4 5 6 8 1 2 10 10 10 9 7 9 8 5 9 7 6 10 5 10 10       Sorghum -- -- -- 9 9 9 9 9 9 9 10 9 9 4 10 9 9 9 9 3 9 9 10 10       Soybean -- -- -- 8 6 7 8 0 6 10 9 8 9 6 5 6 2 8 8 0 8 7 10 10       Speedwell 9 10 10 9 9 9 9 9 8 10 7 9 10 8 10 9 8 10 8 10 10 10 10 5           Sugar beet 9 9 9 4 9 9 9 9 9 10 10 9 9 9 9 9 7 9 9 8 10 10 10 10          Velvetleaf -- -- -- 7 8 6 8 7 8 10 9 9 9 7 9 7 7 9 9 2 9 9 9 9             Wheat 7 5 3 4 3 4 4 4 7 9 6 9 7 5 4 3 0 1 0 0 9 6 9 9       Wild buckwheat 9 9 8 5 9 9 8 9 9 9 9 -- 7 10 -- 9 9 9 9 9 10 10 9 10          Wild oat 7 4 2 6 2 0 3 4 5 9 9 9 8 0 0 5 0 8 5 0 8 4 9 9       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- --       COMPOUND       Rate (31 g/ha) 125 166 167 170 172 173 203 204 205 206 207 208 209 211      212 213 214 217 218 219 225 229       PREEMERGENCE       Barley Igri 0 6 0 0 2 0 8 8 9 9 7 9 0 4 0 7 6 6 6 0 5 9       Bedstraw 5 9 9 9 4 6 7 10 10 10 9 9 0 9 8 10 10 8 8 9 9 8       Blackgrass 5 8 9 7 9 9 8 9 9 9 9 9 0 8 9 9 8 9 9 6 5 9       Chickweed 8 9 9 9 6 -- 9 9 9 9 9 9 0 9 10 10 9 9 10 9 7 7       Corn 0 9 9 10 3 5 4 8 10 10 10 9 0 8 5 10 10 4 5 0 7 4       Cotton 0 7 0 9 4 6 7 8 9 9 8 -- 0 6 5 10 10 5 7 7 9 2       Crabgrass 2 9 8 9 7 8 8 10 10 9 9 10 0 9 7 8 6 5 5 0 2 3       Downy brome 0 8 5 6 4 5 9 9 9 10 9 9 3 8 6 9 8 9 9 7 5 7       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Giant foxtail 0 9 4 9 7 9 3 10 9 9 9 9 0 9 7 8 3 4 4 0 3 7       Lambsquarters 9 8 10 10 10 9 9 9 10 10 9 9 0 9 -- 10 10 -- 10 8 -- 9          Morningglory 3 5 5 8 5 2 6 7 9 8 8 9 0 3 5 10 9 3 4 2 9 2       Pigweed 8 9 8 9 9 9 9 10 10 10 9 10 0 10 6 10 9 7 8 6 7 9       Rape 8 9 7 10 3 2 10 10 9 9 9 10 0 9 6 10 10 8 4 6 5 0       Ryegrass 0 9 5 9 5 6 8 8 9 9 9 9 0 5 0 9 7 6 6 5 0 2       Sorghum 0 9 9 9 5 6 9 10 10 10 10 10 2 10 6 10 8 9 6 2 9 8       Soybean 0 5 2 8 3 5 6 7 7 7 8 7 0 6 4 10 9 3 6 2 7 4       Speedwell 9 10 -- 10 9 9 7 8 8 9 3 9 0 9 10 10 8 9 -- 0 9 8       Sugar beet 9 10 9 10 9 9 9 10 10 9 9 9 4 9 6 10 10 9 9 9 -- 5       Velvetleaf 5 7 6 9 6 4 9 8 9 9 9 9 0 7 3 10 7 7 5 2 9 7       Wheat 0 7 0 9 4 0 9 8 9 9 9 9 0 7 0 9 4 5 6 0 -- 7       Wild buckwheat 9 -- 7 8 9 9 9 9 9 9 8 9 3 9 5 9 9 6 8 8 9 4       Wild oat 0 4 2 2 0 0 6 6 7 8 7 7 0 3 0 6 5 5 3 2 2 2       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       COMPOUND       Rate (31 g/ha) 230 231 232 240 241 242 243 244 245 252 254 256 258 259      261 266 267 268 269 270 271 272       PREEMERGENCE       Barley Igri 0 9 9 9 9 6 9 8 9 0 5 9 8 4 9 1 9 5 0 6 9 2       Bedstraw 5 10 10 10 10 10 10 10 10 9 9 9 10 6 10 8 10 10 2 8 8 8              Blackgrass 9 9 9 10 10 10 10 10 10 10 9 10 10 10 10 10 10 10 9      10 10 10       Chickweed 5 5 0 9 10 9 9 10 9 9 9 6 10 9 9 6 7 9 0 0 10 10       Corn 2 4 5 9 9 9 10 10 9 8 4 9 10 10 9 5 5 3 0 9 4 2       Cotton 2 9 5 6 5 6 10 9 6 0 9 5 8 7 9 3 8 8 0 8 3 7       Crabgrass 5 7 5 9 9 9 7 9 8 2 6 7 8 7 7 5 7 5 0 8 9 10       Downy brome 4 9 10 10 10 9 10 10 10 8 9 9 8 10 10 7 10 10 -- 8 10 10          Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Giant foxtail 4 6 4 8 9 9 7 9 8 3 5 7 8 7 8 4 6 3 0 5 9 9       Lambsquarters -- 9 9 10 10 9 10 9 10 7 8 9 10 10 9 9 9 9 9 8 8 7              Morningglory 0 9 8 7 7 6 9 9 8 0 9 5 7 2 8 8 8 9 0 2 6 0               Pigweed 5 8 9 9 9 10 10 10 9 5 8 7 9 9 9 7 9 8 5 9 9 10               Rape 3 0 0 9 9 9 10 10 10 8 10 9 8 4 9 4 6 9 0 5 8 8       Ryegrass 0 8 7 10 10 9 10 10 10 3 7 9 9 9 9 0 6 4 0 4 6 8       Sorghum 7 10 9 9 9 9 10 10 10 3 9 10 9 9 10 9 9 9 2 5 9 6       Soybean 2 8 7 7 9 7 9 10 7 4 8 7 7 5 5 5 7 8 0 2 2 0       Speedwell 5 6 0 10 10 8 10 0 10 10 8 9 7 6 9 7 10 2 9 8 7 0       Sugar beet 4 9 9 10 10 9 9 10 9 4 9 9 7 9 9 3 9 9 -- 10 7 9       Velvetleaf 2 9 5 7 7 9 9 8 7 3 5 7 8 7 7 8 8 3 0 2 3 6       Wheat 3 9 8 9 5 5 9 9 9 0 0 9 5 8 8 0 8 4 0 7 9 8       Wild buckwheat 9 7 6 9 9 10 -- 9 9 8 9 9 9 7 9 8 9 9 8 9 9 --       Wild oat 0 9 5 8 5 6 9 8 8 0 7 8 8 5 9 2 5 4 0 7 7 2       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       COMPOUND       Rate (31 g/ha) 274 275 276 283 284 285 286 287 288 289 291 292 300 301      302 305 310       PREEMERGENCE       Barley Igri 0 9 0 9 -- 0 10 2 2 5 4 0 3 1 5 8 0       Bedstraw 0 10 0 10 10 4 10 10 10 8 3 0 2 6 9 8 7       Blackgrass 8 10 4 10 10 9 10 10 9 9 8 0 8 9 10 10 8       Chickweed 0 10 0 10 10 10 10 10 10 9 8 2 4 9 10 9 7       Corn 0 10 0 9 9 4 6 4 4 2 4 0 3 1 3 3 4       Cotton 0 8 0 6 8 7 9 9 7 0 3 0 4 7 8 7 8       Crabgrass 0 9 0 6 8 2 9 9 8 0 7 0 4 4 7 7 0       Downy brome 0 10 0 10 10 3 10 10 9 7 8 0 5 8 10 8 0       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --       Giant foxtail 1 9 2 8 8 3 9 8 7 7 8 0 7 4 9 9 0       Lambsquarters 0 9 0 10 10 10 9 10 10 0 8 0 3 9 10 10 10       Morningglory 0 4 0 6 5 5 9 9 6 0 0 0 2 5 5 7 5       Pigweed 0 9 0 9 9 8 9 9 9 9 9 0 9 8 9 9 8       Rape 0 9 0 8 9 9 10 10 9 0 6 0 5 6 8 3 0       Ryegrass 0 9 0 10 8 3 10 9 5 3 7 0 2 0 8 3 0       Sorghum 2 10 5 9 9 2 9 9 8 6 6 0 5 4 8 9 0       Soybean 0 3 0 7 3 2 9 6 3 0 0 0 0 2 5 3 5       Speedwell 0 9 -- 10 10 4 10 2 10 10 9 4 7 10 10 10 10       Sugar beet 0 10 0 9 10 9 10 10 10 7 9 0 9 9 10 10 10       Velvetleaf 2 3 2 5 8 5 9 2 8 3 5 0 5 5 8 5 6       Wheat 0 9 0 9 -- 0 10 8 5 0 2 0 4 5 9 0 0       Wild buckwheat -- 10 0 9 10 10 9 9 9 8 3 2 4 7 9 9 9       Wild oat 0 8 0 9 2 2 9 4 1 2 4 0 2 3 3 0 0       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --              Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --       COMPOUND       Rate (16 g/ha) 1 2 3 5 7 11 13 14 25 26 27 28 29 30 31 34 35 36 50 51      53 58 59 60 63 64 71 77 78       POSTEMERGENCE       Barley Igri 6 9 7 10 6 9 9 9 9 8 9 8 10 10 8 7 3 4 8 8 9 4 7 4 7 8 0 1       Bedstraw 9 8 9 10 0 5 8 4 10 10 10 10 10 10 7 5 10 10 8 10 8 10 10 10 7      7 7 4 6       Blackgrass 8 8 9 10 5 8 8 5 10 10 10 9 10 10 7 4 8 9 9 9 9 9 8 7 9 9 4      6 7       Chickweed 6 5 7 10 0 9 9 9 10 10 10 5 10 10 -- 10 10 10 8 10 9 7 10 10      10 10 9 3 5       Corn 7 8 10 10 6 10 10 10 10 10 10 10 10 10 9 10 10 10 7 10 6 10 9 7 10      10 5 4 7       Cotton 5 6 7 6 3 6 6 8 4 7 9 8 10 10 4 5 6 8 10 10 10 8 10 10 8 9 9 4 7       Crabgrass 7 5 6 7 4 5 7 6 6 5 7 4 10 10 4 6 3 6 3 6 6 3 0 0 3 7 5 4 3         Downy brome 8 7 6 10 6 8 5 4 10 9 10 10 10 10 5 7 7 9 6 8 9 4 7 4 8 7      0 3 0       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 10 9 9      7 10 10 8 9 9 5 5       Giant foxtail 6 8 8 8 6 9 10 10 10 10 10 7 10 10 8 7 8 10 7 7 8 4 4 0 8      10 3 6 6       Lambsquarters 10 10 10 10 9 10 10 5 10 10 10 10 10 10 9 10 10 10 10 10      10 9 10 10 10 10 7 8 10       Morningglory 6 10 10 7 6 7 6 7 10 10 10 10 10 10 7 7 10 10 10 10 8 10      10 10 10 10 10 7 10       Pigweed 5 5 4 10 2 8 9 0 7 7 10 10 10 10 6 8 7 10 10 10 10 7 10 8 10 10      10 8 10       Rape 5 6 8 10 0 8 10 10 9 10 10 10 10 10 0 4 2 10 10 10 10 10 10 10 10      10 5 7 9       Ryegrass 9 5 3 10 3 9 4 3 10 10 10 10 10 10 7 9 7 10 7 9 9 2 9 4 7 9 2      3 2       Sorghum 7 8 10 10 7 8 10 8 10 10 10 10 10 10 8 7 10 10 7 10 6 6 6 6 10      10 5 7 8       Soybean 7 9 8 10 2 8 10 8 10 10 10 10 10 10 7 10 10 10 10 10 10 10 10      10 10 10 9 8 9       Speedwell 4 5 0 9 0 0 5 0 6 6 5 8 8 0 0 0 3 4 5 9 7 9 10 8 4 0 1 3 3          Sugar beet 9 10 10 10 5 9 9 8 8 9 10 10 10 10 8 9 10 10 9 10 10 9 10      10 10 10 7 10 10       Velvetleaf 6 7 6 8 3 6 8 3 7 9 10 9 9 10 5 6 7 6 10 10 10 10 8 6 10 10      8 6 8       Wheat 7 8 6 10 5 9 9 9 9 7 10 5 10 10 7 6 6 6 6 8 9 0 2 1 7 8 0 0 0           Wild buckwheat 10 6 9 10 0 9 5 3 10 6 10 10 10 10 6 0 0 4 7 10 8 6      10 10 6 8 0 4 7       Wild oat 9 10 8 9 5 8 4 3 9 9 9 6 9 9 8 7 8 9 5 9 7 2 7 4 5 6 0 0 0           Barnyardgrass 0 0 0 7 0 4 5 2 7 8 8 8 9 7 0 1 6 8 8 9 9 8 7 6 9 9 0      0 7       Rice Japonica 6 6 7 8 0 5 7 6 5 6 2 8 8 8 0 8 4 5 0 9 9 8 9 9 8 8 8 3 8       Umbrella sedge 6 9 9 8 0 7 0 1 9 9 9 9 8 7 0 2 0 4 9 9 9 8 9 9 8 9 0 5      9

    TABLE B       - COMPOUND       Rate (16 g/ha) 81 82 83 84 86 88 89 102 103 107 108 109 110 111 112 114 1      15 116 117 118 119 120 121 122       POSTEMERGENCE       Barley Igri 7 6 6 5 5 6 6 8 8 9 7 10 10 9 7 6 3 5 2 0 10 5 9 8       Bedstraw 5 8 9 8 9 9 10 8 9 10 10 -- 10 10 9 10 -- 10 10 9 9 9 10 10          Blackgrass 10 9 10 9 9 8 9 9 9 10 9 10 10 10 10 9 -- 9 8 7 10 10 9 9       Chickweed 7 10 10 9 -- 9 8 9 9 10 10 9 10 9 8 8 -- 10 10 3 10 10 10 10        Corn 0 5 9 8 0 4 8 2 0 10 10 7 9 10 8 9 9 5 3 0 10 10 10 10       Cotton 5 5 9 8 4 8 4 3 7 10 10 9 9 10 8 8 9 9 9 3 10 10 10 10       Crabgrass 2 4 5 3 2 0 0 0 0 5 2 6 7 0 0 0 0 0 0 0 -- 0 5 4       Downy brome 6 5 3 3 3 5 3 7 7 8 4 9 10 9 6 5 0 2 0 0 10 8 9 7       Duck salad 0 9 9 0 7 4 8 2 4 10 10 9 -- 7 9 4 3 6 5 4 8 7 9 8       Giant foxtail 6 8 8 7 5 4 2 5 4 9 3 7 8 7 2 7 4 5 0 0 -- 9 9 4       Lambsquarters 6 9 10 10 9 8 10 9 10 10 10 10 10 10 10 6 -- 7 -- 0 10 10      10 8       Morningglory 9 10 10 7 9 10 10 7 9 10 10 7 10 10 10 8 10 10 10 9 10 10      10 10       Pigweed 7 10 10 8 6 4 3 8 9 10 10 10 10 10 10 6 5 8 8 0 -- 10 10 10           Rape 9 10 8 9 10 9 10 9 8 10 10 10 10 10 10 9 9 9 9 9 10 10 10 10         Ryegrass 5 5 3 4 0 4 4 3 2 10 9 10 10 9 7 8 3 9 5 4 10 4 10 9               Sorghum 10 10 10 10 9 7 8 9 10 10 9 9 9 10 9 8 8 9 8 0 -- 10 10      9       Soybean 8 8 9 9 8 8 9 6 8 10 10 8 10 10 9 8 9 9 9 0 10 10 10 10               Speedwell -- -- -- 8 7 9 7 -- -- -- -- 6 9 5 9 9 -- 10 0 7 -- 0      10 0       Sugar beet 6 9 10 9 9 9 9 9 9 10 10 -- 10 10 9 6 -- 9 9 4 10 10 10 10         Velvetleaf 6 9 9 5 7 7 7 2 8 10 7 8 10 10 8 8 9 9 9 2 -- 10 10 8            Wheat 4 3 2 4 3 5 5 9 8 8 4 9 9 8 5 5 4 0 0 0 9 7 9 8       Wild buckwheat 9 7 8 9 8 8 9 8 7 9 10 9 9 8 9 8 -- 9 9 8 10 10 8 9            Wild oat 7 0 0 7 2 4 2 6 5 9 8 9 10 6 5 6 3 5 4 0 8 4 9 8       Barnyardgrass 4 8 8 3 8 8 8 1 2 8 8 9 9 8 7 8 9 7 4 5 8 5 8 8       Rice Japonica 6 8 8 5 8 3 6 2 2 9 8 8 8 8 8 8 7 7 7 5 7 6 8 8       Umbrella sedge 4 7 8 2 5 0 6 0 7 9 8 8 8 8 8 7 9 9 8 8 9 8 9 8       COMPOUND       Rate (16 g/ha) 125 166 167 170 172 173 203 204 205 206 207 208 209 211      212 213 214 217 218 219 225 229       POSTEMERGENCE       Barley Igri 0 8 9 5 9 9 8 10 10 9 9 9 0 9 8 5 6 9 7 6 9 8       Bedstraw 0 9 10 10 9 9 8 9 10 9 10 10 0 9 10 10 10 6 8 10 8 9       Blackgrass 4 9 9 9 10 10 9 10 10 10 10 10 5 10 8 8 7 8 7 7 6 9       Chickweed 4 10 10 10 6 6 8 10 10 10 9 8 0 8 6 10 10 6 9 10 9 8       Corn 3 10 10 10 8 9 10 10 10 10 10 9 0 9 10 10 9 10 9 7 10 9       Cotton 8 7 7 10 5 8 7 5 8 7 6 9 0 6 7 9 10 6 4 6 7 0       Crabgrass 0 5 3 10 6 9 9 10 10 10 10 9 0 5 5 4 3 6 3 0 7 3       Downy brome 0 7 9 6 9 9 10 10 10 10 10 9 0 9 9 7 7 8 7 6 9 7       Duck salad 1 8 7 9 2 3 8 9 10 9 9 10 0 10 8 9 9 0 0 0 0 0       Giant foxtail 0 7 7 10 8 9 6 9 10 10 10 10 5 8 8 6 5 7 5 0 8 7       Lambsquarters 8 10 10 10 9 9 10 10 10 10 10 10 0 10 10 10 10 10 10 10      10 8       Morningglory 10 8 9 9 9 9 10 10 10 7 7 10 0 10 10 10 10 10 10 7 9 9           Pigweed 8 8 5 10 9 9 10 10 10 10 9 10 0 10 5 10 10 7 7 8 10 8             Rape 9 10 10 10 0 7 10 10 10 10 9 10 0 8 9 10 10 9 7 8 10 6             Ryegrass 0 8 9 8 9 9 10 10 10 10 6 10 0 4 3 8 6 9 6 7 5 4               Sorghum 3 10 10 10 6 9 10 10 10 10 10 10 5 7 10 10 10 10 7 4 9      8       Soybean 8 9 8 10 9 9 8 10 10 10 10 7 0 10 9 10 10 7 9 7 10 8       Speedwell 0 8 4 9 9 6 5 8 3 8 0 5 0 8 0 10 7 3 0 3 5 2       Sugar beet 9 10 10 10 8 9 10 10 10 10 9 10 0 8 7 10 10 9 9 10 10 6            Velvetleaf 8 9 9 9 7 7 10 10 10 8 7 9 0 10 8 9 4 8 8 8 8 8               Wheat 0 8 8 9 9 9 7 9 9 9 8 8 0 8 7 6 3 9 5 5 6 7       Wild buckwheat -- 7 8 9 -- 9 9 9 10 9 7 9 0 7 9 10 10 7 8 8 8 6               Wild oat 0 8 9 5 9 9 8 10 9 9 9 6 0 6 6 6 6 9 5 5 5 8       Barnyardgrass 0 2 0 9 0 0 1 9 9 9 8 9 0 9 6 9 5 3 6 5 3 0       Rice Japonica 0 6 5 9 0 4 9 9 9 9 9 9 0 9 8 8 8 8 8 8 8 0       Umbrella sedge 9 10 9 7 5 7 9 9 9 9 9 9 0 9 9 9 9 8 8 8 7 0       COMPOUND       Rate (16 g/ha) 230 231 232 240 241 242 243 244 245 252 254 256 258 259      261 266 267 268 269 270 271 272       POSTEMERGENCE       Barley Igri 8 8 8 9 9 10 10 9 9 9 5 9 9 8 10 8 9 8 6 9 9 9       Bedstraw 9 9 9 10 10 10 10 10 10 10 9 10 9 8 10 9 10 10 8 10 10 10            Blackgrass 9 9 10 10 10 10 10 10 10 10 9 9 9 9 9 10 10 9 9 10 10      10       Chickweed 3 6 10 10 10 10 -- 10 4 4 10 8 10 8 9 3 9 9 0 6 10 10               Corn 9 10 9 10 10 10 10 10 10 10 8 10 10 10 10 10 10 10 6 10 10      10       Cotton 0 5 4 6 9 8 8 9 7 6 8 0 2 3 2 1 7 7 1 8 8 5       Crabgrass 0 7 6 6 8 10 10 9 8 2 0 8 9 3 6 0 0 0 0 9 9 9       Downy brome 5 9 9 9 10 10 10 10 9 10 7 9 9 9 9 8 10 8 6 8 10 9       Duck salad 2 0 0 6 7 8 8 5 9 0 3 2 3 0 0 0 1 2 0 0 0 0       Giant foxtail 6 6 5 8 10 10 10 10 9 8 2 9 10 9 10 7 4 5 0 8 9 10              Lambsquarters 10 9 10 10 9 10 10 7 9 0 0 10 10 10 9 4 7 0 0 10      10 9       Morningglory 9 8 7 10 10 10 10 10 10 10 9 10 10 7 10 10 9 10 5 8 9 9          Pigweed 9 10 4 10 10 10 10 10 10 5 8 9 10 10 9 2 10 9 5 10 9 10            Rape 7 9 6 10 10 10 10 10 10 9 9 10 10 8 10 7 9 9 8 9 9 9       Ryegrass 0 9 8 10 10 10 10 10 10 4 4 10 9 10 9 0 10 9 4 8 9 10       Sorghum 8 10 10 10 10 10 10 10 10 9 8 10 10 10 10 9 10 10 7 10 10 10          Soybean 8 9 9 9 10 9 9 9 9 8 9 7 10 8 8 10 9 10 3 5 7 6       Speedwell -- -- -- 4 4 -- 10 0 6 3 0 0 0 0 0 -- 8 0 0 -- 0 0       Sugar beet 3 9 8 10 9 10 10 10 10 7 9 8 9 9 8 2 10 10 0 9 9 9       Velvetleaf 6 8 6 6 8 10 10 9 8 4 3 9 9 5 3 7 8 4 0 6 7 8       Wheat 5 9 8 9 9 10 10 9 9 8 0 8 8 7 7 3 9 7 3 9 9 9       Wild buckwheat 9 9 9 10 10 10 9 -- 10 7 9 9 9 3 10 8 9 9 -- 10 10 10          Wild oat 8 8 8 10 10 10 10 9 9 7 6 9 9 8 8 7 9 7 4 9 9 9       Barnyardgrass 0 2 0 0 6 9 9 7 9 2 1 6 7 8 9 0 0 0 0 0 0 3       Rice Japonica 0 7 6 6 7 8 9 9 8 5 7 9 8 8 9 0 8 6 5 5 3 8       Umbrella sedge 0 2 0 7 8 9 8 8 9 8 7 8 9 3 9 2 4 2 0 9 8 9       COMPOUND       Rate (31 g/ha) 274 275 276 283 284 285 286 287 288 289 291 292 300 301      302 305 310       POSTEMERGENCE       Barley Igri 3 8 7 10 10 10 10 10 10 9 9 3 9 9 10 9 9       Bedstraw 0 10 5 10 10 10 10 10 10 10 10 7 9 10 10 10 10       Blackgrass 9 10 9 10 9 10 10 10 10 10 10 9 10 10 10 10 8       Chickweed 0 8 0 10 10 10 10 10 10 10 10 8 10 9 10 9 6       Corn 3 10 8 10 10 10 10 10 10 10 10 10 9 9 10 9 9       Cotton 0 5 0 10 10 10 10 10 7 8 7 5 5 7 8 5 6       Crabgrass 2 10 0 9 8 8 10 9 7 7 9 5 8 8 10 8 2       Downy brome 6 9 6 10 10 10 10 10 9 9 9 3 9 9 9 8 8       Duck salad 0 5 0 8 6 2 6 8 9 0 6 0 4 0 7 5 0       Giant foxtail 2 10 3 10 10 10 10 10 10 9 10 6 9 9 10 10 8       Lambsquarters 0 9 0 10 10 10 -- 10 10 8 9 5 10 10 10 9 8       Morningglory 0 7 6 8 10 10 10 10 10 8 8 1 6 8 9 8 10       Pigweed 2 9 5 10 10 10 10 10 8 7 9 7 7 9 9 8 6       Rape 0 9 0 10 10 10 10 10 10 0 9 9 9 9 9 9 9       Ryegrass 0 10 0 10 7 3 10 9 6 5 9 4 9 9 10 9 4       Sorghum 3 10 8 10 10 10 10 10 10 10 10 9 8 9 10 10 8       Soybean 0 6 0 9 9 9 10 10 10 8 8 0 8 9 10 8 9       Speedwell 0 3 0 7 7 0 10 0 10 4 0 8 9 10 5 10 9       Sugar beet 0 9 2 8 8 9 10 10 10 9 9 9 9 10 10 9 10       Velvetleaf 0 5 1 8 10 10 10 5 10 4 6 4 5 5 8 7 9       Wheat 6 9 4 9 9 9 10 9 9 9 9 2 9 9 9 9 4       Wild buckwheat 6 -- -- 10 10 10 10 10 10 -- 9 9 9 8 9 7 8       Wild oat 4 9 6 10 9 9 9 9 9 8 9 4 9 10 10 8 9       Barnyardgrass 0 7 0 8 3 0 9 9 9 0 2 0 4 6 9 9 0       Rice Japonica 0 8 1 8 3 3 9 9 8 0 3 2 6 5 4 7 0       Umbrella sedge 0 6 0 9 9 9 8 8 9 8 7 0 0 5 8 5 0       COMPOUND       Rate (16 g/ha) 1 2 3 5 7 11 13 14 25 26 27 28 29 30 31 34 35 36 50 51      53 58 59 60 63 64 71 77 78       PREEMERGENCE       Barley Igri 4 6 4 3 0 0 0 0 0 0 0 0 0 0 0 0 0 0 5 9 9 1 6 2 8 8 0 1 3         Bedstraw 7 9 10 10 0 5 8 7 8 8 8 8 9 10 2 6 9 10 9 10 10 8 10 9 9 9 9      0 8       Blackgrass 7 7 6 5 0 6 6 0 8 8 9 7 7 4 3 3 7 7 8 8 9 7 8 6 9 9 5 6 7          Chickweed 6 10 9 9 0 10 8 10 5 9 9 7 9 9 0 7 10 10 9 10 10 9 10 10 9      8 7 2 7       Corn 0 6 7 3 0 4 6 2 8 9 5 9 10 10 8 0 2 2 0 9 3 4 6 3 9 9 0 0 4              Cotton 0 3 5 7 0 3 6 2 5 7 7 5 9 8 0 0 7 8 7 10 8 3 9 9 8 9 6 0      6       Crabgrass 0 6 6 6 0 0 0 0 7 9 8 7 9 9 2 4 4 8 7 10 9 5 4 0 9 9 0 0 5          Downy brome 6 7 5 10 4 0 5 0 2 2 3 5 5 5 0 0 7 7 5 9 9 5 7 6 9 8 0 5      2       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- --       Giant foxtail 2 7 6 3 0 5 0 0 6 8 8 7 8 9 6 4 2 8 7 8 9 4 0 0 9 9 0 3 5       Lambsquarters 9 9 9 10 -- 8 9 8 3 8 7 5 9 8 5 -- 10 10 10 10 10 8 10 10      10 10 8 2 6       Morningglory 0 0 5 7 0 1 2 0 6 6 2 5 9 9 0 0 3 8 9 9 5 0 10 10 8 9 8 0      8       Pigweed 6 9 7 8 4 3 5 5 7 8 8 8 9 9 7 8 7 9 10 10 10 9 9 9 9 9 9 8 8          Rape 6 8 8 10 0 3 8 6 5 2 5 7 7 8 2 0 3 7 9 9 9 10 10 10 10 10 9 8 9       Ryegrass 4 2 0 6 0 3 5 2 3 4 4 4 3 4 0 0 4 6 9 9 9 7 10 8 9 9 3 2 5           Sorghum 4 7 8 8 3 3 5 4 10 10 9 9 10 10 3 3 9 8 7 10 9 9 8 7 9 9 6      5 7       Soybean 3 4 3 6 0 0 0 0 3 3 4 2 9 8 0 2 0 5 6 8 6 3 7 7 8 8 7 2 6             Speedwell 6 9 -- 10 0 4 8 6 8 8 0 7 9 0 0 5 8 7 9 10 10 8 10 8 9      8 2 0 0       Sugar beet 6 8 7 10 0 8 8 7 5 9 8 8 9 10 2 6 10 10 9 9 9 9 10 10 10 10      9 2 9       Velvetleaf 3 7 -- 8 0 1 5 0 7 7 7 7 8 8 0 0 5 5 7 9 7 6 10 7 8 9 9 0 6        Wheat 5 6 4 7 0 0 0 0 2 2 0 0 2 1 0 0 0 0 5 9 9 0 5 3 7 8 0 0 1              Wild buckwheat 9 9 9 10 0 4 8 5 4 7 2 5 8 8 0 0 9 9 8 9 9 3 9 8      9 8 5 1 6       Wild oat 1 3 0 2 0 0 0 0 2 2 0 2 2 2 0 0 3 0 4 9 7 2 6 6 5 4 0 0 0            Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- --       COMPOUND       Rate (16 g/ha) 81 82 83 84 86 88 89 102 103 107 108 109 110 111 112 114 1      15 116 117 118 119 120 121 122       PREEMERGENCE       Barley Igri 6 5 4 2 4 5 6 5 6 9 8 8 6 2 0 5 0 7 3 0 9 6 9 8       Bedstraw 6 9 9 0 9 9 9 8 9 10 10 9 10 9 10 9 9 9 9 7 9 -- 9 10       Blackgrass 9 9 9 8 9 9 9 8 9 9 9 10 10 9 9 9 9 9 7 5 10 10 10 9               Chickweed 6 9 10 2 8 9 9 5 9 9 9 9 9 8 9 8 8 9 9 7 10 10 10 10        Corn -- -- -- 9 3 3 7 2 0 10 9 5 8 2 3 9 4 8 4 3 9 7 10 9       Cotton -- -- -- 8 9 -- 4 2 8 10 10 9 9 5 8 2 2 9 9 3 7 6 10 9       Crabgrass -- -- -- 2 4 0 5 0 0 8 8 8 6 0 3 7 2 8 2 0 6 5 2 5       Downy brome 6 7 5 3 5 4 5 3 6 9 7 9 9 4 6 5 3 6 4 2 10 5 8 8       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- --       Giant foxtail -- -- -- 2 7 5 5 4 5 9 7 8 9 4 3 8 4 8 2 0 8 6 2 2              Lambsquarters 9 9 9 -- 10 6 9 9 9 10 10 9 10 9 9 9 8 9 8 9 10 10      10 9       Morningglory -- -- -- 5 8 5 6 7 7 10 10 6 7 6 8 8 7 9 10 5 8 8 9 9            Pigweed -- -- -- 3 8 8 8 8 9 9 10 9 10 9 9 9 9 9 8 6 9 8 9 9             Rape 9 9 9 3 9 9 9 9 9 9 10 9 9 7 9 9 8 9 9 4 10 10 10 10               Ryegrass 4 4 5 4 5 5 6 0 0 10 9 9 9 4 7 8 3 8 5 4 8 5 9 9             Sorghum -- -- -- 9 9 9 8 8 9 9 10 9 9 4 5 9 7 9 9 0 9 4 9 9             Soybean -- -- -- 7 5 7 6 0 2 10 8 8 6 4 3 3 0 8 6 0 8 5 10 7            Speedwell 9 9 9 7 9 9 9 9 8 10 7 9 10 8 9 9 8 10 7 9 10 9 10 4           Sugar beet 9 9 9 3 9 9 9 9 9 10 10 9 9 9 9 9 7 9 9 4 10 10 10 10          Velvetleaf -- -- -- 4 7 4 5 5 8 10 9 9 7 7 3 7 7 9 8 0 8 7 8 8             Wheat 5 4 3 3 3 2 3 2 5 8 0 8 7 3 2 0 0 0 0 0 8 6 9 8       Wild buckwheat 9 9 8 0 8 9 8 8 9 9 9 -- 7 -- 9 9 9 9 9 9 10 10 9 10           Wild oat 5 4 2 3 2 0 0 2 3 7 7 7 8 0 0 4 0 7 4 0 6 3 9 8       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- --

    TABLE B       - COMPOUND       Rate (16 g/ha) 125 166 167 170 172 173 203 204 205 206 207 208 209 211      212 213 214 217 218 219 225 229       PREEMERGENCE       Barley Igri 0 2 0 0 0 0 5 8 8 5 6 8 0 3 0 4 4 5 4 0 2 8       Bedstraw 5 9 7 9 3 0 5 8 10 9 9 9 0 9 2 10 10 2 6 8 7 3       Blackgrass 5 8 8 7 7 9 7 9 9 9 8 8 0 8 7 8 7 8 7 5 5 5       Chickweed 8 9 9 9 2 2 7 9 9 8 9 9 0 9 10 10 9 3 10 9 7 2       Corn 0 6 4 10 2 3 3 7 10 10 9 8 0 6 5 10 10 3 3 0 3 1       Cotton 0 5 0 9 4 -- 6 4 8 8 8 7 0 4 4 10 10 5 -- 2 9 0       Crabgrass 0 8 4 8 5 5 7 8 10 8 8 8 0 8 5 7 4 3 3 0 0 2       Downy brome 0 5 4 6 4 0 8 9 9 9 8 9 0 8 3 8 7 9 6 5 4 5       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Giant foxtail 0 7 2 8 7 7 0 9 9 8 9 9 0 8 4 7 2 3 4 0 2 4       Lambsquarters 9 8 9 9 9 9 8 9 10 10 9 9 0 9 -- 10 9 7 -- 8 8 --               Morningglory 2 5 2 8 3 2 4 7 9 8 8 8 0 0 4 10 9 2 3 0 7 0             Pigweed 8 8 6 9 9 8 8 10 10 10 9 10 0 9 6 10 9 7 8 6 6 9       Rape 8 9 -- 9 2 0 10 9 9 6 8 10 0 8 1 10 10 6 3 5 4 0       Ryegrass 0 6 3 6 2 5 7 8 9 9 8 9 0 3 0 7 5 5 2 2 0 0       Sorghum 0 9 9 9 4 4 7 9 9 10 10 10 0 10 5 10 8 9 5 0 9 7       Soybean 0 5 0 8 2 3 4 6 7 7 6 6 0 5 3 9 8 2 4 2 7 1       Speedwell 8 10 2 10 9 9 4 7 7 9 3 9 0 9 9 10 5 9 -- 0 9 7       Sugar beet 9 10 9 10 6 6 8 10 9 9 9 9 2 9 -- 10 9 8 7 8 8 0       Velvetleaf 3 6 4 9 4 4 7 7 8 9 8 8 0 7 2 10 7 5 4 0 8 5       Wheat 0 3 0 6 2 0 5 8 6 9 8 9 0 5 0 7 2 5 6 0 0 5       Wild buckwheat 8 5 7 8 9 9 9 9 9 8 7 8 3 8 4 9 9 2 0 8 8 4       Wild oat 0 2 0 0 0 0 5 6 7 4 5 5 0 2 0 5 4 3 2 0 0 0       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       COMPOUND       Rate (16 g/ha) 230 231 232 240 241 242 243 244 245 252 254 256 258 259      261 266 267 268 269 270 271 272       PREEMERGENCE       Barley Igri 0 8 4 7 7 4 7 5 9 0 4 8 4 2 9 0 8 4 0 6 8 1       Bedstraw 0 8 7 9 9 10 10 10 10 6 9 9 9 0 9 7 9 9 0 5 8 8       Blackgrass 6 8 7 10 10 10 10 10 10 9 8 10 10 9 9 9 9 9 8 9 10 10              Chickweed 5 0 0 9 10 9 9 10 8 9 9 0 9 0 9 4 6 3 0 0 8 10               Corn 0 0 5 9 9 9 10 10 9 6 4 8 5 8 9 0 5 3 0 4 3 0       Cotton 0 8 4 3 3 5 10 9 6 0 9 3 5 5 4 0 7 8 0 8 2 5       Crabgrass 2 4 4 8 9 9 7 9 8 0 0 6 4 7 5 2 5 4 0 7 7 8       Downy brome 0 9 10 9 10 9 10 9 9 6 8 9 8 9 9 4 10 9 0 8 10 9       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Giant foxtail 1 3 3 6 9 9 7 9 7 0 0 6 8 5 6 0 5 -- 0 5 7 9       Lambsquarters 4 4 2 10 10 9 9 9 10 7 7 8 10 9 9 9 9 8 2 7 8 7       Morningglory 0 8 7 6 5 6 9 8 8 0 9 3 4 2 8 2 7 7 0 0 6 0       Pigweed 5 8 8 8 9 10 10 10 9 5 8 5 8 8 8 2 7 7 0 9 9 10       Rape 0 0 0 9 9 7 10 9 9 6 9 9 7 3 9 3 6 5 0 0 0 7       Ryegrass 0 3 2 7 9 9 10 8 10 0 6 9 9 8 6 0 6 0 0 4 3 5       Sorghum 2 9 9 9 9 9 10 10 9 3 8 9 7 8 9 5 9 8 0 2 3 2       Soybean 0 8 7 5 6 7 9 8 5 2 8 4 5 4 2 2 5 6 0 0 0 0       Speedwell 5 0 0 9 10 4 10 0 10 10 8 8 0 4 9 6 10 0 9 8 4 0       Sugar beet 4 4 3 9 9 9 9 9 9 4 9 9 7 8 8 1 8 8 -- 9 5 9       Velvetleaf 0 8 2 6 7 6 9 8 7 0 2 6 8 5 3 6 5 3 0 2 3 3       Wheat 3 9 5 8 5 3 9 4 9 0 0 8 4 7 7 0 3 0 0 6 8 6       Wild buckwheat 4 0 -- 9 9 8 9 9 8 3 9 9 9 7 9 7 8 8 3 8 9 --       Wild oat 0 3 2 -- 4 3 9 3 8 0 3 8 4 2 6 0 5 0 0 7 6 0       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       COMPOUND       Rate (16 g/ha) 274 275 276 283 284 285 286 287 288 289 291 292 300 301      302 305 310       PREEMERGENCE       Barley Igri 0 9 0 9 9 0 9 0 0 2 3 0 0 0 0 3 0       Bedstraw 0 10 0 10 8 -- 10 10 10 6 2 0 0 5 7 7 4       Blackgrass 6 10 0 10 10 9 10 9 9 9 7 0 7 7 9 9 0       Chickweed 0 10 0 10 10 10 10 10 10 8 8 2 3 9 10 6 4       Corn 0 5 0 4 4 2 6 0 3 2 2 0 2 0 2 3 2       Cotton 0 7 0 5 5 6 9 8 7 0 3 0 2 3 8 5 8       Crabgrass 0 8 0 6 6 0 8 7 7 0 5 0 0 0 7 3 0       Downy brome 0 9 0 10 9 0 10 10 9 5 4 0 3 3 7 3 0       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --       Giant foxtail 0 9 0 6 6 1 9 4 6 2 8 0 2 2 9 5 0       Lambsquarters 0 6 0 9 10 9 9 10 10 0 8 0 2 9 10 8 0       Morningglory 0 2 0 5 5 2 9 5 5 0 0 0 0 3 3 6 2       Pigweed 0 9 0 9 9 8 9 9 9 8 9 0 7 7 9 8 3       Rape 0 9 0 -- 9 6 10 10 9 0 5 0 4 4 4 0 0       Ryegrass 0 6 0 10 2 0 9 4 5 0 4 0 0 0 4 0 0       Sorghum 0 10 2 9 6 0 9 5 4 2 4 0 2 2 5 8 0       Soybean 0 2 0 2 0 1 9 2 3 0 0 0 0 0 4 0 2       Speedwell 0 7 5 10 10 2 10 0 10 9 7 -- 5 10 10 10 9       Sugar beet 0 9 0 9 8 9 10 10 10 7 9 0 6 9 10 9 --       Velvetleaf 0 2 0 5 7 5 9 0 7 0 2 0 3 3 6 5 6       Wheat 0 9 0 9 9 0 9 3 4 0 2 0 2 4 2 0 0       Wild buckwheat -- 10 -- 9 9 9 9 9 9 7 3 0 3 6 9 8 9       Wild oat 0 4 0 7 0 0 0 2 0 2 3 0 0 0 0 0 0       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --              Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --       COMPOUND       Rate (8 g/ha) 1 2 3 5 7 11 13 14 25 26 27 28 29 30 31 34 35 36 50 51 53 5      8 59 60 63 64 71 77 78       POSTEMERGENCE       Barley Igri 5 6 5 8 5 9 8 7 7 8 9 8 10 9 7 5 2 3 7 7 8 2 5 2 7 6 0 0 0        Bedstraw 8 8 -- 10 0 3 3 3 9 10 10 10 10 10 5 3 7 10 8 9 7 9 10 10 6 7      5 2 5       Blackgrass 5 8 7 9 5 7 6 3 8 10 10 9 9 10 6 3 7 5 9 8 8 8 7 6 9 9 2 5 6       Chickweed 5 5 6 9 0 9 8 8 9 10 10 3 10 10 -- 8 3 9 8 10 8 4 10 10 6 9 9      1 3       Corn 6 8 10 10 6 9 10 9 9 10 10 10 10 10 8 10 10 10 6 9 6 8 9 4 7 10 3      3 7       Cotton 4 4 6 6 2 5 4 6 3 4 7 6 9 9 3 0 4 7 9 10 10 7 9 10 6 8 8 3 6           Crabgrass 6 5 5 7 3 4 6 6 5 4 6 3 7 8 4 6 3 5 3 5 5 0 0 0 3 6 3 3 0       Downy brome 6 5 4 10 5 6 2 2 10 8 9 7 10 10 2 5 3 7 6 7 9 2 6 2 8 7 0 1       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 9 9 9      7 10 10 8 8 9 0 4       Giant foxtail 6 6 8 7 6 8 6 9 10 10 10 6 10 10 7 7 7 8 6 6 8 3 3 0 7 9      0 5 6       Lambsquarters 9 10 10 10 8 9 8 5 10 10 10 9 10 10 9 5 10 10 10 10 10 7      10 10 10 10 5 8 8       Morningglory 6 10 7 6 6 6 4 6 10 10 10 10 10 10 6 7 9 10 10 10 8 10 8 9      9 10 9 7 8       Pigweed 3 4 3 10 0 7 8 0 7 6 10 8 10 9 6 7 7 8 9 10 8 3 10 8 10 10 10 7      9       Rape 2 5 7 10 0 6 10 10 3 6 9 9 10 10 0 3 0 9 10 10 10 9 10 10 10 10 5      7 8       Ryegrass 6 3 0 9 4 5 3 2 10 10 9 8 10 9 0 5 4 7 5 9 8 0 9 4 7 8 0 2 2         Sorghum 6 7 8 10 7 7 10 7 10 10 10 10 10 10 8 7 8 10 7 9 6 6 4 4 10      10 4 7 7       Soybean 6 7 7 10 0 7 10 8 8 10 10 10 10 10 6 7 10 10 10 10 10 10 10 10      9 10 9 7 8       Speedwell 4 4 0 8 0 0 2 0 5 2 0 5 8 0 0 0 0 0 4 9 7 9 10 6 -- -- 0 2 2        Sugar beet 9 10 9 10 3 9 9 6 6 8 10 9 10 10 6 8 9 10 9 10 9 7 10 10 10      10 3 9 8       Velvetleaf 5 5 5 7 0 4 6 0 6 8 8 8 7 10 4 5 6 6 10 10 10 10 7 5 9 10 7      3 7       Wheat 5 4 0 9 4 9 8 8 8 4 9 5 10 9 4 4 4 4 5 8 9 0 0 0 7 7 0 0 0              Wild buckwheat 9 6 6 -- 0 8 2 3 8 6 9 9 10 10 0 0 0 3 6 10 7 5      10 10 6 7 0 2 5       Wild oat 8 7 7 7 4 8 2 2 8 8 8 6 7 9 6 5 7 8 4 8 6 2 5 3 5 5 0 0 0            Barnyardgrass 0 0 0 5 0 3 3 0 3 7 4 8 6 5 0 0 0 7 5 9 9 7 7 5 8 8      0 0 5       Rice Japonica 3 2 0 8 0 0 4 4 3 3 0 8 8 8 0 6 0 5 0 9 9 7 8 9 7 8 8 0 6       Umbrella sedge 5 8 9 6 0 3 0 0 9 8 9 7 2 4 0 2 0 0 9 9 9 8 9 9 8 9 0 4      9       COMPOUND       Rate (8 g/ha) 81 82 83 84 86 88 89 102 103 107 108 109 110 111 112 114      115 116 117 118 119 120 121 122       POSTEMERGENCE       Barley Igri 2 4 5 4 5 3 5 8 8 8 6 10 10 8 6 6 3 4 0 0 9 5 7 5       Bedstraw 5 7 9 7 6 8 10 8 8 10 10 8 9 9 9 9 10 10 10 9 8 9 10 10              Blackgrass 9 9 9 9 8 8 9 9 8 10 8 10 10 10 10 9 9 8 7 6 10 10 9      9       Chickweed 5 10 9 7 2 8 5 5 8 10 10 9 9 6 8 7 5 10 10 0 9 10 10 10             Corn 0 4 6 6 0 1 7 0 0 10 10 4 9 9 8 9 9 4 0 0 10 10 10 10              Cotton 5 -- 9 8 4 7 4 2 7 10 10 8 8 10 8 7 8 9 9 3 9 10 10 8           Crabgrass 2 2 5 2 0 0 0 0 0 5 0 4 4 0 0 0 0 0 0 0 0 0 3 3       Downy brome 3 2 2 0 3 5 0 7 6 8 3 9 9 8 5 4 0 2 0 0 9 7 8 6       Duck salad 0 6 7 0 7 0 7 0 0 10 9 9 9 0 6 4 0 6 5 2 8 6 8 7       Giant foxtail 5 6 7 4 4 2 0 4 2 6 2 6 7 4 0 6 3 4 0 0 7 6 7 2       Lambsquarters 5 8 10 9 9 8 9 9 9 10 10 10 10 10 10 5 5 5 0 0 10 10 10 4       Morningglory 8 10 10 7 8 9 10 7 8 10 10 5 10 10 10 7 9 10 10 8 10 10 10      10       Pigweed 7 8 10 8 4 2 2 7 9 10 8 8 8 10 10 6 3 7 5 0 10 10 10 10               Rape 8 9 7 9 9 9 10 9 7 10 9 10 10 10 10 9 9 9 9 9 10 10 10 10        Ryegrass 0 4 0 0 0 3 0 3 2 10 7 10 10 7 6 7 3 9 5 4 9 3 9 8       Sorghum 10 9 10 9 9 7 8 9 9 10 9 9 8 10 9 7 8 9 7 0 9 10 9 8       Soybean 7 8 9 8 6 8 9 5 8 10 10 8 10 10 8 8 8 8 9 0 10 10 10 10               Speedwell 2 4 0 -- -- 8 4 -- -- -- -- 6 8 4 9 9 2 10 0 4 9 0 10       Sugar beet 6 9 10 9 8 9 9 9 9 10 10 9 10 10 8 6 5 9 9 3 10 10 10 10           Velvetleaf 5 9 9 4 6 2 6 1 7 10 6 8 9 10 8 8 9 9 6 0 10 10 10 6           Wheat 0 3 2 2 2 4 3 8 6 8 3 9 9 6 5 4 4 0 0 0 9 5 9 5       Wild buckwheat 9 7 8 4 5 8 8 5 5 9 10 8 9 -- 7 7 8 9 9 8 10 10 8 9            Wild oat 4 0 0 5 0 2 0 5 5 9 7 9 9 6 5 5 0 4 3 0 8 4 9 8       Barnyardgrass 2 8 8 3 8 0 2 0 2 8 7 8 8 6 6 8 8 6 3 3 6 3 8 2       Rice Japonica 0 6 7 3 6 0 2 0 0 9 8 8 8 7 8 8 7 7 6 4 6 3 8 7       Umbrella sedge 0 7 8 0 3 0 4 0 3 9 8 8 8 8 7 7 9 9 8 7 9 8 8 8       COMPOUND       Rate (8 g/ha) 125 166 167 170 172 173 203 204 205 206 207 208 209 211      212 213 214 217 218 219 225 229       POSTEMERGENCE       Barley Igri 0 6 9 4 9 9 7 9 10 9 7 7 0 9 7 4 4 8 5 3 8 7       Bedstraw 0 9 9 9 6 9 7 9 10 9 8 10 0 8 9 10 10 5 7 9 7 9       Blackgrass 0 8 8 9 10 10 9 10 10 10 10 9 2 9 8 7 7 7 6 6 5 9       Chickweed 0 10 9 10 5 4 7 9 10 10 7 7 0 8 5 10 10 3 8 8 8 7       Corn 0 10 10 10 8 8 10 10 10 10 10 9 0 8 10 9 8 8 7 7 9 8       Cotton 7 5 7 9 5 5 6 4 8 4 6 7 0 4 6 8 10 6 4 4 6 0       Crabgrass 0 5 3 10 5 8 8 10 10 10 9 8 0 3 4 3 2 5 2 0 6 2       Downy brome 0 7 9 4 8 9 9 9 10 10 10 5 0 9 6 7 6 7 7 4 6 5       Duck salad 0 8 6 8 0 0 7 9 9 9 9 9 0 9 8 7 8 0 0 0 0 0       Giant foxtail 0 5 4 10 8 9 5 8 10 10 10 10 0 8 7 5 3 6 5 0 6 6       Lambsquarters 7 10 10 10 9 9 10 10 10 10 9 10 0 10 10 10 10 10 10 10 10      8       Morningglory 10 8 7 9 9 8 9 10 10 7 7 10 0 8 10 10 10 10 9 4 8 8              Pigweed 8 4 5 10 8 9 10 10 10 10 5 10 0 8 3 9 9 5 6 7 8 7              Rape 9 9 9 10 0 6 9 10 10 9 9 10 0 6 8 10 10 9 7 7 9 3       Ryegrass 0 8 8 8 6 9 8 10 10 10 6 7 0 3 2 8 6 5 4 6 3 0       Sorghum 2 9 10 10 6 8 10 10 10 10 10 10 3 7 10 10 10 8 6 3 8 8       Soybean 5 8 8 8 8 9 7 10 10 10 8 6 0 9 6 10 10 6 8 7 7 8       Speedwell 0 7 0 9 9 2 5 4 3 8 0 3 0 7 0 10 7 2 0 3 3 --       Sugar beet 7 10 10 10 8 9 10 10 10 10 8 10 0 8 7 10 10 8 9 9 9 2              Velvetleaf 8 8 7 9 6 5 7 8 10 7 5 7 0 8 8 8 3 5 5 7 6 7       Wheat 0 8 8 8 9 9 5 8 9 7 7 6 0 7 4 5 0 8 4 3 3 5       Wild buckwheat -- 6 6 9 9 8 8 9 9 9 7 7 0 7 8 10 9 3 7 7 6 5       Wild oat 0 8 8 5 6 8 7 9 9 9 8 5 0 5 4 5 4 8 4 4 4 6       Barnyardgrass 0 0 0 8 0 0 1 5 8 9 7 9 0 9 6 8 3 0 1 3 0 0       Rice Japonica 0 4 0 8 0 0 9 6 9 8 9 9 0 8 8 8 8 7 7 6 5 0       Umbrella sedge 9 9 9 6 2 4 7 9 9 9 9 9 0 9 8 9 9 2 4 3 0 0       COMPOUND       Rate (8 g/ha) 230 231 232 240 241 242 243 244 245 252 254 256 258 259      261 266 267 268 269 270 271 272       POSTEMERGENCE       Barley Igri 6 6 7 9 9 10 9 7 9 6 5 8 9 7 9 6 9 6 5 9 9 9       Bedstraw 6 9 9 9 10 10 10 10 10 10 9 9 9 5 9 9 10 9 6 9 10 9       Blackgrass 9 9 9 10 10 10 10 10 10 9 8 9 9 9 9 9 10 9 9 10 10 10              Chickweed 3 4 10 10 10 10 10 10 0 3 9 8 9 3 7 0 7 9 0 5 10 10          Corn 8 8 8 10 10 10 10 10 10 9 7 10 10 9 10 9 9 10 6 10 10 10              Cotton 0 5 4 4 8 8 8 8 7 3 8 0 0 0 0 0 7 6 0 7 7 5       Crabgrass 0 5 4 6 8 8 9 8 8 2 0 7 8 0 4 0 0 0 0 8 7 7       Downy brome 5 8 8 9 9 10 10 10 8 9 6 9 9 9 9 7 9 8 5 -- 10 9       Duck salad 2 0 0 5 6 8 7 4 7 0 2 0 0 0 0 0 0 0 0 0 0 0       Giant foxtail 5 5 3 8 10 9 9 10 8 6 0 9 10 9 10 6 3 2 0 6 9 10       Lambsquarters 9 9 10 9 9 10 10 5 8 -- 0 9 10 10 8 -- -- 0 0 10 10 9           Morningglory 9 8 7 9 10 10 10 10 10 8 9 9 10 6 10 10 8 9 4 8 8 8          Pigweed 8 10 4 10 9 10 10 10 10 5 8 8 9 9 9 2 9 8 5 10 9 8       Rape 6 9 5 9 10 10 10 10 10 9 9 9 10 8 10 6 9 9 6 8 9 9       Ryegrass 0 9 6 10 9 10 10 9 9 0 4 9 9 9 9 0 8 7 0 5 9 10       Sorghum 8 9 10 9 10 10 10 10 10 9 8 10 10 10 10 9 10 9 6 10 10 10             Soybean 8 9 9 8 10 9 9 9 9 8 9 5 9 7 7 8 9 9 0 5 7 6       Speedwell 0 -- -- 3 3 -- 10 0 4 2 0 0 0 0 0 0 7 0 0 2 0 --       Sugar beet 2 9 7 9 9 10 10 10 9 5 9 6 9 9 7 0 9 9 0 9 9 9       Velvetleaf 6 8 5 5 7 9 8 8 8 4 0 7 8 3 2 2 7 3 0 4 4 3       Wheat 4 9 8 9 9 10 10 6 8 5 0 7 7 7 7 3 8 4 3 9 9 9       Wild buckwheat 6 8 8 10 10 10 9 8 9 -- 9 9 9 0 10 7 9 9 6 10 10 10            Wild oat 7 8 7 9 9 10 10 9 9 4 6 8 9 8 7 5 8 7 4 9 9 9       Barnyardgrass 0 0 0 0 2 6 8 0 8 0 0 0 4 5 8 0 0 0 0 0 0 0       Rice Japonica 0 2 0 3 0 7 8 5 8 4 6 8 0 7 8 0 6 0 2 3 2 8       Umbrella sedge 0 0 0 7 8 8 7 8 8 6 3 8 9 0 8 0 2 0 0 8 4 8

    TABLE B       - COMPOUND       Rate (8 g/ha) 274 275 276 283 284 285 286 287 288 289 291 292 300 301      302 305 310       POSTEMERGENCE       Barley Igri 0 8 6 9 10 9 10 10 9 8 9 2 9 9 10 9 7       Bedstraw 0 6 2 10 10 10 10 10 10 9 9 6 9 10 10 10 9       Blackgrass 8 10 8 10 9 9 10 9 10 10 10 9 9 10 9 10 7       Chickweed 0 6 0 10 10 10 10 10 10 9 9 8 9 9 10 9 5       Corn 0 10 8 10 10 10 10 10 10 10 9 9 8 9 10 9 8       Cotton 0 4 0 10 8 10 9 9 6 7 7 4 4 4 7 2 4       Crabgrass 0 8 0 8 5 6 9 8 4 7 8 4 6 6 9 7 2       Downy brome 4 9 5 10 9 10 10 10 9 9 9 2 9 9 9 8 5       Duck salad 0 2 0 8 5 0 3 3 9 0 2 0 3 0 3 2 0       Giant foxtail 0 10 0 10 9 10 10 10 9 9 10 4 9 8 9 9 6       Lambsquarters 0 9 0 9 10 10 10 9 10 8 9 5 10 10 10 9 7       Morningglory 0 6 5 6 10 10 10 10 10 7 8 0 3 7 9 7 9       Pigweed 0 8 5 10 8 8 10 10 8 7 9 7 5 8 8 7 5       Rape 0 9 0 10 10 10 10 10 10 0 9 9 9 9 9 9 9       Ryegrass 0 9 0 9 4 0 10 8 5 4 9 3 8 7 9 5 0       Sorghum 0 10 8 10 10 10 10 10 10 9 10 9 7 9 10 10 8       Soybean 0 5 0 9 9 9 10 10 10 8 8 0 8 8 10 8 8       Speedwell 0 0 0 5 6 0 10 0 9 4 0 5 8 10 0 9 9       Sugar beet 0 9 0 8 -- 9 10 10 10 9 8 9 9 9 10 9 10       Velvetleaf 0 1 0 7 10 10 9 1 9 2 6 2 2 2 6 4 8       Wheat 5 9 4 9 9 9 10 5 8 7 9 0 8 8 9 8 3       Wild buckwheat -- 10 0 10 -- 10 10 10 10 -- 9 7 8 8 6 -- 8       Wild oat 3 9 4 10 9 5 9 9 9 6 9 4 9 9 9 7 5       Barnyardgrass 0 0 0 6 0 0 6 7 8 0 0 0 4 3 7 6 0       Rice Japonica 0 8 0 7 3 2 3 7 8 0 2 0 0 3 3 6 0       Umbrella sedge 0 4 0 9 8 6 0 0 9 6 3 0 0 2 6 2 0       COMPOUND       Rate (8 g/ha) 1 2 3 5 7 11 13 14 25 26 27 28 29 30 31 34 35 36 50 51 53 5      8 59 60 63 64 71 77 78       PREEMERGENCE       Barley Igri 2 5 3 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 4 6 6 0 6 0 7 7 0 0 0         Bedstraw -- 4 6 10 0 5 7 5 5 6 3 5 5 8 2 3 3 8 8 10 9 7 10 9 7 9 8 0      7       Blackgrass 5 6 6 3 0 4 3 0 7 7 7 5 5 4 2 0 5 6 7 8 9 7 7 6 9 9 5 3 5          Chickweed 4 8 9 7 0 8 8 10 2 8 4 5 9 8 0 4 8 10 9 10 10 9 10 10 7 8      7 0 5       Corn 0 4 3 0 0 4 0 0 4 4 4 4 6 8 2 0 0 2 0 7 0 0 5 2 4 9 0 0 3       Cotton 0 2 2 7 0 2 5 2 4 6 7 5 8 8 0 0 4 7 6 9 7 0 9 9 6 8 5 0 4              Crabgrass 0 5 5 5 0 0 0 0 4 8 7 6 7 8 0 2 2 5 6 9 9 4 3 0 8 8 0      0 4       Downy brome 5 6 0 6 0 0 3 0 0 0 0 4 3 4 0 0 4 4 5 8 9 3 6 5 9 8 0 2 0         Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- --       Giant foxtail 0 5 3 3 0 2 0 0 2 7 4 3 7 9 4 2 0 6 6 7 8 3 0 0 9 9 0 0 3       Lambsquarters 8 8 8 10 0 6 8 7 0 7 2 5 5 8 5 6 10 10 9 10 9 7 10 10 9      10 7 2 5       Morningglory 0 0 3 6 0 0 0 0 5 6 2 4 5 7 0 0 3 5 9 9 5 0 9 9 6 9 7 0 7        Pigweed 4 7 6 6 0 3 4 2 7 8 8 8 8 9 2 7 6 8 10 10 9 7 9 9 9 9 9 8 8          Rape 4 4 6 5 0 0 7 6 4 2 3 5 4 8 0 0 0 5 7 9 9 9 10 10 10 9 8 5 8          Ryegrass 0 0 0 0 0 0 3 0 0 2 2 4 0 3 0 0 3 3 7 9 9 3 10 7 6 8 0 0 1        Sorghum 3 4 4 8 0 0 2 3 7 9 5 9 10 9 2 0 4 5 6 9 8 5 7 6 9 9 4 4 6           Soybean 0 3 2 5 0 0 0 0 3 3 3 2 6 4 0 0 0 4 5 7 5 2 6 6 7 7 6 0 4         Speedwell -- 7 5 10 0 4 7 6 7 8 0 7 9 0 0 3 7 6 9 10 10 3 10 8 7 7 0      0 0       Sugar beet 5 8 7 10 0 4 8 6 3 8 3 5 5 9 0 5 8 9 9 9 9 8 10 10 10 10 9 0      9       Velvetleaf 0 4 3 6 0 0 4 0 7 6 4 5 8 3 0 0 3 5 6 9 7 5 9 6 8 9 8 0 6          Wheat 2 5 3 5 0 0 0 0 2 0 0 0 0 0 0 0 0 0 5 6 6 0 4 0 6 6 0 0 0            Wild buckwheat 6 9 9 10 0 2 7 3 2 2 0 5 5 7 0 0 7 7 8 9 9 3 8 8 8      7 5 0 6       Wild oat 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 3 8 6 0 6 4 0 3 0 0 0            Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- --       COMPOUND       Rate (8 g/ha) 81 82 83 84 86 88 89 102 103 107 108 109 110 111 112 114      115 116 117 118 119 120 121 122       PREEMERGENCE       Barley Igri 4 3 0 0 3 3 5 5 4 8 4 8 6 0 0 2 0 5 2 0 9 3 7 0       Bedstraw 5 9 9 0 8 4 9 7 9 10 10 9 10 3 9 9 8 9 9 0 4 2 8 8       Blackgrass 8 9 9 7 9 9 9 6 8 9 9 10 9 9 8 8 8 8 7 5 10 10 9 6       Chickweed 3 9 9 0 5 7 9 3 6 9 9 9 9 8 8 8 7 9 8 6 10 9 10 9       Corn -- -- -- 8 2 1 4 0 0 10 9 5 7 2 2 8 4 7 4 3 8 5 10 7       Cotton -- -- -- 8 -- 5 2 0 8 10 10 6 8 5 5 -- 0 9 8 0 7 6 9 8       Crabgrass -- -- -- 2 4 0 4 0 0 8 7 7 4 0 0 5 2 7 0 0 5 5 0 5       Downy brome 5 5 4 2 0 3 5 2 5 8 5 8 9 0 3 5 2 5 3 0 9 5 8 5       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- --       Giant foxtail -- -- -- 2 4 2 5 3 2 8 6 7 8 3 0 8 3 6 0 0 6 5 0 0              Lambsquarters 9 9 9 5 -- -- 9 5 9 10 9 9 10 9 9 8 6 9 8 8 10 10      10 9       Morningglory -- -- -- 4 5 3 6 4 7 10 9 6 5 5 5 7 7 9 9 3 8 8 9 8              Pigweed -- -- -- 2 7 7 8 8 9 9 9 9 9 8 8 9 9 9 8 6 9 8 8 8             Rape 9 9 8 0 9 8 9 7 7 9 9 9 9 6 9 9 7 9 9 4 10 9 10 10       Ryegrass 4 4 3 3 4 4 5 0 0 10 9 9 9 3 4 8 0 8 5 0 8 4 8 0       Sorghum -- -- -- 9 9 5 8 7 9 9 9 7 9 4 5 8 4 9 9 0 8 4 9 8       Soybean -- -- -- 6 5 5 4 0 0 10 8 6 5 3 1 2 0 8 5 0 8 5 8 6       Speedwell 7 9 9 6 9 9 8 8 7 10 2 9 9 7 9 9 7 10 7 9 10 9 10 3       Sugar beet 9 9 9 0 9 9 9 9 9 10 10 9 9 9 9 9 7 9 9 3 10 10 10 10              Velvetleaf -- -- -- 3 6 2 3 5 6 10 8 5 5 5 3 7 5 9 6 0 7 6 8 6         Wheat 3 3 0 0 0 0 0 2 0 7 0 6 6 3 2 0 0 0 0 0 7 3 9 3       Wild buckwheat 7 8 7 0 8 3 7 8 8 9 9 -- -- 8 7 8 9 9 8 8 10 -- -- 10          Wild oat 5 0 2 0 0 0 0 2 3 6 4 5 7 0 0 2 0 5 3 0 5 2 8 4       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- --       COMPOUND       Rate (8 g/ha) 125 166 167 170 172 173 203 204 205 206 207 208 209 211      212 213 214 217 218 219 225 229       PREEMERGENCE       Barley Igri 0 0 0 0 0 0 2 5 4 3 4 8 0 2 0 3 2 4 0 0 0 3       Bedstraw 3 9 7 8 3 0 3 7 9 9 8 9 0 8 0 10 9 2 0 8 0 2       Blackgrass 4 7 6 3 7 8 6 8 9 9 8 8 0 7 6 7 5 7 5 4 4 0       Chickweed 7 9 9 7 -- 0 2 9 9 7 9 8 0 9 7 10 8 0 9 8 -- 0       Corn 0 5 2 6 0 3 0 5 7 9 6 7 0 5 5 10 6 2 2 0 2 0       Cotton 0 4 0 8 2 3 5 0 7 7 6 4 0 3 0 10 9 3 2 0 8 0       Crabgrass 0 7 4 6 3 3 5 7 10 5 7 8 0 7 5 5 0 2 2 0 0 2       Downy brome 0 4 4 5 0 0 7 9 7 8 7 8 0 6 2 7 7 6 5 3 0 0       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Giant foxtail 0 6 0 6 5 5 0 7 9 6 6 8 0 6 2 6 0 0 4 0 0 2       Lambsquarters 9 2 8 9 9 7 7 8 10 8 8 7 0 8 6 10 9 -- 7 5 7 6       Morningglory 0 4 0 7 2 0 3 6 9 7 7 8 0 0 4 9 9 0 2 0 2 0       Pigweed 5 8 6 9 5 5 7 10 9 8 8 9 0 8 3 9 9 6 7 6 3 2       Rape 5 8 4 9 0 0 8 8 9 5 3 9 0 8 0 10 10 4 0 5 0 0       Ryegrass 0 5 0 5 0 0 3 7 8 8 7 8 0 0 0 7 3 3 0 0 0 0       Sorghum 0 8 4 9 3 2 4 8 9 9 10 10 0 6 3 10 8 7 5 0 7 5       Soybean 0 2 0 6 0 0 3 3 6 6 4 4 0 3 2 8 7 0 2 2 4 0       Speedwell 7 10 0 9 8 4 0 3 7 8 0 8 0 8 5 10 3 9 0 0 6 6       Sugar beet 8 9 7 9 4 5 6 9 9 9 8 8 0 8 4 10 9 7 6 8 6 0       Velvetleaf 0 4 4 8 2 0 3 5 7 8 7 8 0 6 0 9 3 2 3 0 7 2       Wheat 0 0 0 0 0 0 3 5 4 8 7 8 0 4 0 5 0 4 3 0 0 0       Wild buckwheat 8 3 6 7 -- 3 4 9 8 8 5 7 3 8 0 9 9 2 0 7 2 0       Wild oat 0 0 0 0 0 0 2 4 4 3 3 3 0 0 0 4 3 2 0 0 0 0       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       COMPOUND       Rate (8 g/ha) 230 231 232 240 241 242 243 244 245 252 254 256 258 259      261 266 267 268 269 270 271 272       PREEMERGENCE       Barley Igri 0 5 2 5 3 4 2 2 8 0 4 8 0 0 7 0 6 2 0 4 4 0       Bedstraw 0 6 3 9 8 9 9 9 10 6 9 8 6 0 7 0 9 7 0 3 3 0       Blackgrass 2 8 5 9 10 9 10 10 10 9 7 9 9 7 9 3 9 3 3 9 9 9       Chickweed 3 0 0 9 9 9 9 10 8 5 9 0 9 0 7 0 0 0 0 0 2 9       Corn 0 0 3 6 9 6 10 10 9 4 -- 5 5 4 6 0 5 3 0 2 0 0       Cotton 0 5 2 3 2 5 10 5 4 0 7 2 3 5 3 0 2 3 0 7 0 2       Crabgrass 0 2 3 6 9 5 5 7 6 0 0 4 4 5 3 0 2 0 0 3 7 7       Downy brome 0 9 5 9 6 8 8 6 9 4 7 9 7 9 9 0 9 9 0 5 3 8       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Giant foxtail 0 0 2 4 8 4 6 5 5 0 0 5 7 3 5 0 4 0 0 2 5 8       Lambsquarters -- 0 0 10 10 8 9 9 10 7 7 4 9 8 9 8 0 6 0 5 6 0       Morningglory 0 4 5 5 5 3 9 6 7 0 9 0 2 0 2 0 3 7 0 0 2 0       Pigweed 2 3 4 8 9 8 9 8 8 2 7 5 8 5 8 0 7 0 0 7 7 8       Rape 0 0 0 9 9 -- 9 9 9 5 8 8 4 0 5 0 0 2 0 0 0 6       Ryegrass 0 0 0 5 6 6 9 7 9 0 3 9 8 6 6 0 0 0 0 3 2 2       Sorghum 0 9 9 9 7 4 10 10 9 0 6 9 4 8 9 3 9 7 0 0 0 0       Soybean 0 7 5 2 4 6 8 5 3 0 7 0 2 3 0 0 3 3 0 0 0 0       Speedwell 5 0 0 9 9 0 10 0 9 9 8 7 0 0 8 2 4 0 0 7 4 0       Sugar beet 2 2 2 9 9 9 9 9 9 2 9 8 5 8 7 1 4 6 -- 9 5 7       Velvetleaf 0 7 0 4 2 5 8 6 4 0 2 2 5 2 0 3 3 0 0 0 2 1       Wheat 2 7 3 5 5 3 5 2 3 0 0 7 3 4 5 0 0 0 0 5 5 5       Wild buckwheat 0 0 5 9 9 -- -- 9 8 3 9 9 9 6 9 -- 0 8 -- 5 6 --               Wild oat 0 0 0 4 4 3 6 0 3 0 -- 8 3 0 6 0 2 0 0 2 0 0       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       COMPOUND       Rate (8 g/ha) 274 275 276 283 284 285 286 287 288 289 291 292 300 301      302 305 310       PREEMERGENCE       Barley Igri 0 9 0 3 1 0 1 0 0 0 2 0 0 0 0 0 0       Bedstraw 0 8 0 9 7 3 10 9 10 2 0 0 0 2 5 4 2       Blackgrass 0 10 0 9 9 5 10 9 9 9 5 0 5 3 8 6 0       Chickweed 0 9 0 9 10 10 10 10 10 7 5 0 0 5 10 4 4       Corn 0 2 0 3 2 0 6 0 3 0 0 0 0 0 1 2 0       Cotton 0 7 0 3 3 3 9 8 6 0 1 0 -- 0 3 2 4       Crabgrass 0 7 0 3 3 0 8 3 7 0 3 0 0 0 4 2 0       Downy brome 0 9 0 6 3 0 7 5 9 4 3 0 0 0 3 0 0       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --       Giant foxtail 0 4 0 3 4 0 7 3 4 0 5 0 0 0 5 2 0       Lambsquarters 0 4 0 9 10 9 9 9 10 0 7 0 0 6 8 6 --       Morningglory 0 0 0 5 4 2 8 2 4 0 0 0 0 0 3 4 0       Pigweed 0 5 0 8 8 8 8 8 8 7 8 0 5 5 8 8 3       Rape 0 2 0 5 5 2 9 9 9 0 2 0 1 3 2 0 0       Ryegrass 0 4 0 8 0 0 7 2 2 0 3 0 0 0 0 0 0       Sorghum 0 9 0 7 3 0 9 5 3 0 2 0 0 0 2 7 0       Soybean 0 0 0 0 0 0 6 0 2 0 0 0 0 0 0 0 0       Speedwell 0 7 2 9 10 0 10 0 10 9 7 0 3 9 9 9 4       Sugar beet 0 7 0 9 6 4 10 10 10 7 6 0 0 9 8 9 9       Velvetleaf 0 0 0 4 3 2 8 0 6 0 0 0 2 0 4 3 2       Wheat 0 9 0 4 4 0 0 0 2 0 0 0 0 2 0 0 0       Wild buckwheat -- -- 0 9 9 8 7 9 9 5 0 0 0 4 8 8 5       Wild oat 0 4 0 0 0 0 0 0 0 0 2 0 0 0 0 0 0       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --              Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --       COMPOUND       Rate (4 g/ha) 1 3 5 11 13 14 25 26 27 28 29 30 31 34 35 36 50 51 53 58      59 60 63 64 71 77 78 81 82       POSTEMERGENCE       Barley Igri 5 5 5 8 2 4 5 6 8 5 8 8 5 2 0 2 4 7 8 0 4 1 6 6 0 0 0 2 3         Bedstraw 5 9 9 0 2 2 7 10 -- 5 10 10 5 2 7 9 7 9 5 8 9 9 5 4 4 0 4 4      6       Blackgrass 5 7 7 7 3 0 8 9 7 7 9 9 5 2 7 5 8 7 8 6 6 4 8 9 0 4 3 8 9          Chickweed 0 0 8 8 5 5 8 10 10 2 10 10 -- 5 0 9 8 9 6 4 10 10 5 7 7 0      0 4 8       Corn 6 10 10 7 10 8 8 10 10 8 10 10 7 8 10 10 5 8 6 7 6 3 4 10 2 2 6 0      2       Cotton 3 3 5 3 3 0 0 2 6 4 8 8 0 0 3 6 8 10 8 6 9 9 5 8 7 0 4 4 3             Crabgrass 5 4 6 3 3 5 4 3 5 0 6 6 3 4 3 4 0 4 5 0 0 0 0 2 3 3 0 0      2       Downy brome 4 4 9 4 0 0 6 4 7 6 10 9 0 2 0 5 4 5 8 0 4 0 6 6 0 0 0 3 2        Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- 9 9 9 6 10      9 0 8 5 0 0 0 1       Giant foxtail 6 6 6 8 6 7 7 8 8 6 10 10 7 6 6 7 4 5 7 3 0 0 7 8 0 3 5 2      6       Lambsquarters 8 10 10 9 5 5 8 10 10 9 10 10 5 2 9 10 10 10 10 -- 10 10      10 10 1 6 7 5 6       Morningglory 6 6 6 5 4 6 7 10 10 10 10 10 5 6 8 9 10 10 8 8 7 8 9 10 8      5 7 7 9       Pigweed 3 2 10 7 7 0 6 5 10 7 8 8 6 7 6 8 7 10 7 3 10 8 8 10 8 7 9 3 8        Rape 0 3 10 4 9 9 3 5 6 8 10 10 0 2 0 8 10 10 9 8 10 10 9 9 5 6 7 8 9        Ryegrass 3 0 7 4 0 0 9 9 7 6 8 6 0 2 2 5 5 8 7 0 8 2 6 6 0 0 0 0 3           Sorghum 6 7 10 6 8 7 10 10 10 10 10 10 8 7 6 10 6 8 6 5 3 3 9 9 3 6      7 9 9       Soybean 5 7 10 6 8 7 7 7 10 8 10 10 5 6 7 10 10 8 9 9 9 10 8 10 8 6 6 6      7       Speedwell 4 0 7 0 0 0 4 2 0 3 7 0 0 0 0 0 4 9 5 7 10 2 4 0 0 0 0 -- 0         Sugar beet 6 6 10 8 8 5 6 6 10 6 10 10 5 5 9 10 9 10 7 6 10 10 10 10      3 6 7 6 9       Velvetleaf 4 4 6 3 0 0 5 5 7 7 7 8 4 2 5 6 10 10 10 9 7 0 8 9 6 0 6 4 7       Wheat 4 0 9 9 3 3 6 4 7 4 8 9 2 2 2 3 4 6 9 0 0 0 6 5 0 0 0 0 0               Wild buckwheat 7 5 9 8 0 0 6 4 9 6 10 10 0 0 0 2 5 10 6 3 10 7      5 5 0 0 4 8 5       Wild oat 7 6 6 6 0 0 7 5 7 3 6 8 5 3 4 6 3 6 6 0 5 2 4 5 0 0 0 0 0            Barnyardgrass 0 0 0 1 0 0 0 6 2 8 4 0 0 0 0 0 2 7 8 6 7 2 6 8 0 0      0 0 5       Rice Japonica 2 0 6 0 0 0 1 0 0 6 5 0 0 0 0 5 0 8 0 6 8 9 5 7 7 0 0 0 3       Umbrella sedge 2 8 3 0 0 0 8 5 9 7 0 0 0 2 0 0 8 9 9 7 9 9 1 9 0 2 3 0      4

    TABLE B       - COMPOUND       Rate (4 g/ha) 83 84 86 88 89 102 103 107 108 109 110 111 112 114 115      116 117 118 119 120 121 122 166       POSTEMERGENCE       Barley Igri 3 3 3 3 3 8 7 7 3 9 9 7 5 5 2 3 0 0 9 4 5 5 5       Bedstraw 8 0 6 7 9 7 8 10 10 8 9 9 8 8 10 10 10 8 8 7 10 10 5       Blackgrass 8 9 8 8 8 8 8 9 6 10 10 10 9 9 9 8 5 5 9 10 8 9 8       Chickweed 8 6 0 4 4 5 7 10 10 5 8 5 6 3 4 9 10 0 9 9 10 10 8       Corn 5 4 0 0 5 0 0 10 10 3 8 9 7 8 7 4 0 0 9 10 10 10 9       Cotton 9 2 2 7 2 0 6 10 9 8 6 8 6 5 8 8 9 2 8 10 8 6 3       Crabgrass 5 0 0 0 0 0 0 2 0 2 2 0 0 0 0 0 0 0 0 0 0 0 4       Downy brome 0 0 0 4 0 4 5 6 0 9 9 7 5 3 0 0 0 0 8 3 5 5 2       Duck salad 2 0 0 0 4 0 0 9 8 8 9 0 0 3 0 6 5 0 6 0 3 2 8       Giant foxtail 7 2 3 2 0 2 0 4 0 4 5 4 0 6 3 2 0 0 6 6 4 0 5       Lambsquarters 9 9 6 8 9 9 -- 10 10 10 10 10 9 5 2 5 0 0 10 8 9 2 10           Morningglory 9 6 6 7 10 7 8 10 10 3 10 10 10 7 9 9 10 7 10 10 10 10      7       Pigweed 10 6 0 0 0 7 8 10 8 8 8 10 10 3 0 6 4 0 9 10 10 10 2       Rape 6 9 7 8 10 9 6 10 9 9 10 10 10 9 9 9 9 8 9 10 10 10 7       Ryegrass 0 0 0 2 0 0 0 10 5 9 10 5 6 7 0 7 2 2 8 3 9 6 3       Sorghum 9 9 9 7 7 8 9 9 8 9 8 9 9 7 8 8 7 0 9 10 9 8 9       Soybean 8 4 5 8 9 4 7 10 10 6 10 9 8 7 8 8 9 0 9 10 10 10 8       Speedwell -- 2 0 8 0 -- -- -- -- 6 8 4 7 9 2 10 0 -- 9 0 10 0 6               Sugar beet 9 8 8 8 8 9 9 10 10 8 9 9 8 3 5 9 9 3 9 10 10 10 9         Velvetleaf 8 3 4 2 3 0 4 10 5 7 8 8 7 7 8 9 5 0 9 10 9 5 7       Wheat 2 0 2 2 0 8 6 7 0 9 9 5 3 4 3 0 0 0 9 4 5 5 5       Wild buckwheat 8 4 5 5 2 4 4 9 10 8 -- 7 7 5 7 9 9 5 10 7 8 9 5               Wild oat 0 3 0 0 0 3 5 8 6 9 9 6 4 4 0 3 3 0 4 2 9 6 6       Barnyardgrass 6 2 7 0 0 0 0 6 5 8 8 6 5 7 4 4 0 2 0 0 6 2 0       Rice Japonica 6 2 0 0 2 0 0 8 8 8 7 7 8 8 6 6 5 4 0 2 7 0 4       Umbrella sedge 8 0 0 0 2 0 0 9 8 7 8 7 3 6 8 8 8 0 9 8 7 3 9       COMPOUND       Rate (4 g/ha) 167 170 172 173 203 204 205 206 207 208 211 212 213 214      217 218 219 225 229 230 231 232       POSTEMERGENCE       Barley Igri 7 3 8 9 5 9 10 9 6 5 8 7 3 3 7 4 0 6 6 5 5 4       Bedstraw 6 9 6 8 6 6 9 7 7 7 6 7 10 9 3 5 8 4 9 6 8 7       Blackgrass 8 7 10 9 7 10 10 10 9 8 8 8 7 7 6 5 5 4 9 9 9 9       Chickweed 7 9 4 3 6 9 10 8 5 7 5 5 10 10 0 7 7 8 2 0 0 8       Corn 10 10 7 8 9 9 10 10 9 9 8 9 9 7 7 6 6 7 8 8 7 7       Cotton 5 8 5 4 3 3 6 3 4 6 3 6 8 7 4 4 3 3 0 0 5 2       Crabgrass 0 9 5 8 7 9 10 8 8 6 2 3 3 0 4 0 0 5 0 0 2 1       Downy brome 8 0 7 9 5 8 9 9 8 3 8 5 6 5 7 6 3 4 0 3 7 7       Duck salad 0 8 0 0 3 5 9 1 9 9 8 7 6 8 0 0 0 0 0 0 0 0       Giant foxtail 3 10 7 9 5 7 10 8 10 8 6 6 4 0 5 4 0 5 4 4 4 0       Lambsquarters 10 10 9 9 9 10 10 10 8 10 10 10 10 10 9 10 8 10 7 8 -- 10       Morningglory 4 8 8 7 8 7 10 7 6 10 6 10 8 10 7 7 0 6 8 8 8 7       Pigweed 4 10 8 8 8 10 10 10 4 10 5 3 9 7 3 5 6 8 1 6 9 3       Rape 9 10 0 0 8 10 10 9 9 8 6 8 10 10 8 5 6 9 0 2 8 5       Ryegrass 7 7 3 7 4 8 10 6 4 5 3 0 7 4 4 3 4 0 0 0 4 3       Sorghum 9 10 5 8 10 10 10 10 10 10 7 8 10 8 7 6 3 7 8 8 9 9       Soybean 7 8 7 8 7 9 10 9 7 5 8 6 10 10 5 7 7 6 7 3 8 6       Speedwell 0 9 9 0 5 4 0 6 0 0 4 0 9 6 0 0 0 3 0 0 -- --       Sugar beet 9 10 7 9 8 9 9 9 5 8 6 7 10 10 7 9 8 8 2 2 8 5       Velvetleaf 7 9 5 4 6 7 9 6 4 6 3 5 8 3 3 5 6 5 5 4 7 4       Wheat 5 8 7 9 3 7 8 7 7 3 7 3 3 0 6 3 0 3 3 3 7 4       Wild buckwheat 5 8 8 8 7 8 9 7 3 7 5 7 10 7 2 7 7 6 4 5 8 7       Wild oat 8 4 5 7 5 8 9 8 8 4 4 3 4 4 6 3 3 2 4 6 5 4       Barnyardgrass 0 7 0 0 1 3 7 7 2 8 7 3 2 2 0 0 1 0 0 0 0 0       Rice Japonica 0 7 0 0 8 4 8 6 8 9 6 6 6 7 7 4 2 0 0 0 0 0       Umbrella sedge 9 4 0 2 6 9 9 7 2 8 9 8 8 8 0 0 0 0 0 0 0 0       COMPOUND       Rate (4 g/ha) 240 241 242 243 244 245 252 256 258 259 261 266 267 268      270 271 272 274 275 276 283 284       POSTEMERGENCE       Barley Igri 9 8 10 7 5 8 6 8 8 6 7 4 6 5 9 8 9 0 7 5 9 9       Bedstraw 8 9 10 9 10 10 9 8 9 5 9 7 9 9 6 9 7 0 6 0 9 10       Blackgrass 10 10 10 10 10 9 9 9 8 8 8 9 9 9 8 9 10 2 9 4 9 9       Chickweed 9 8 10 10 10 0 0 7 9 3 7 0 2 3 4 9 9 0 5 0 9 10       Corn 10 10 10 10 10 9 9 10 10 9 10 9 8 9 10 10 10 0 10 4 9 10       Cotton 4 7 7 7 8 5 0 0 0 0 0 0 5 1 3 3 2 0 0 0 5 8       Crabgrass 6 5 8 9 7 6 0 7 7 0 0 0 0 0 7 7 7 0 7 0 7 5       Downy brome 8 8 9 9 9 6 8 9 8 8 8 5 8 6 7 9 9 0 9 3 9 9       Duck salad 5 2 4 7 0 5 0 0 0 0 0 0 0 0 0 0 0 0 0 0 5 4       Giant foxtail 8 10 9 8 7 7 5 7 10 5 10 4 0 0 5 7 10 0 9 0 8 8       Lambsquarters 9 8 10 10 4 8 0 9 10 8 8 0 7 0 8 9 9 0 6 0 8 9       Morningglory 9 10 10 9 10 10 7 9 10 5 8 9 8 8 7 8 5 0 3 4 5 10       Pigweed 10 7 10 10 8 9 5 8 8 8 8 0 8 7 10 8 8 0 8 2 9 7       Rape 9 9 10 10 9 9 8 8 9 7 9 4 8 9 8 9 8 0 9 0 10 9       Ryegrass 10 7 10 10 4 8 0 9 9 8 8 0 8 3 4 4 8 0 9 0 8 0       Sorghum 9 10 10 10 10 10 9 10 10 10 9 9 9 9 10 9 9 0 9 8 10 9       Soybean 8 8 9 9 9 8 8 5 9 7 4 8 8 9 4 7 5 0 4 0 9 8       Speedwell 0 3 6 10 0 3 0 0 0 0 0 0 5 0 0 0 0 0 0 0 3 5       Sugar beet 9 8 10 10 10 8 0 6 8 9 7 0 9 8 9 9 9 0 5 0 8 8       Velvetleaf 5 6 9 8 7 7 0 6 7 0 0 0 5 0 0 0 3 0 0 0 7 8       Wheat 8 9 9 8 4 5 5 7 7 6 7 0 6 4 9 8 8 0 8 2 9 9       Wild buckwheat 9 9 -- 9 -- 9 -- 9 8 0 9 7 5 7 9 9 9 -- 10 -- 9 --             Wild oat 9 9 10 10 9 8 4 7 8 7 7 4 6 7 8 5 9 0 8 0 10 7       Barnyardgrass 0 0 5 6 0 7 0 0 0 0 6 0 0 0 0 0 0 0 0 0 2 0       Rice Japonica 0 0 7 6 4 8 3 6 0 5 8 0 0 0 0 0 6 0 7 0 6 2       Umbrella sedge 7 7 7 6 3 7 0 6 8 0 1 0 0 0 7 3 3 0 3 0 8 7       COMPOUND       Rate (4 g/ha) 285 286 287 288 289 291 300 301 302 305 310       POSTEMERGENCE       Barley Igri 9 10 9 8 7 9 9 9 9 8 4       Bedstraw 10 10 9 10 9 8 8 8 9 7 5       Blackgrass 9 9 9 9 10 10 9 9 9 9 6       Chickweed 10 10 10 10 9 7 8 9 9 9 --       Corn 10 10 10 10 9 9 7 8 10 8 7       Cotton 8 9 8 3 5 3 2 0 5 0 0       Crabgrass 3 8 8 0 5 8 5 4 8 5 0       Downy brome 9 9 5 8 8 9 7 8 9 7 0       Duck salad 0 1 1 8 0 0 0 0 0 0 0       Giant foxtail 9 9 10 8 7 8 8 7 9 7 5       Lambsquarters 9 10 9 10 8 9 9 9 9 9 4       Morningglory 10 10 10 10 7 7 2 6 9 4 9       Pigweed 8 8 10 8 7 8 5 7 8 7 2       Rape 9 10 10 10 0 9 7 9 9 9 9       Ryegrass 0 9 4 4 0 8 6 4 4 0 0       Sorghum 10 10 10 10 9 9 7 8 9 9 8       Soybean 9 10 10 9 8 7 7 8 10 6 8       Speedwell 0 10 0 8 0 0 -- 10 -- 6 8       Sugar beet 9 10 10 9 8 7 9 9 10 9 9       Velvetleaf 10 8 0 8 0 4 0 0 6 0 6       Wheat 9 9 4 8 7 6 7 5 9 5 0       Wild buckwheat 10 -- 10 10 5 9 8 3 6 -- 8       Wild oat 5 9 5 8 5 8 7 8 9 4 2       Barnyardgrass 0 4 4 7 0 0 3 0 2 2 0       Rice Japonica 2 2 2 7 0 0 0 2 -- 4 0       Umbrella sedge 0 0 0 7 0 0 0 0 2 0 0       COMPOUND       Rate (4 g/ha) 1 3 5 11 13 14 25 26 27 28 29 30 31 34 35 36 50 51 53 58      59 60 63 64 71 77 78 81 82       PREEMERGENCE       Barley Igri 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 3 5 6 0 5 0 5 5 0 0 0 2 3         Bedstraw 2 4 7 4 4 3 2 2 0 2 5 2 0 0 3 8 7 10 8 7 9 9 6 9 8 0 4 0 8         Blackgrass 4 4 0 2 0 0 4 4 4 3 4 2 0 0 4 5 7 7 9 5 7 4 9 9 3 2 3 7 9        Chickweed 0 6 6 8 8 7 0 2 -- -- 9 5 0 3 6 8 9 10 9 7 9 10 5 7 7 0 3 0      9       Corn 0 2 0 4 0 0 4 2 4 2 4 4 0 0 0 0 0 7 0 0 4 2 3 9 0 0 0 -- --              Cotton 0 2 5 0 3 0 4 5 6 5 8 7 0 0 0 6 4 9 7 0 9 9 4 8 4 0 -- --      --       Crabgrass 0 3 4 0 0 0 2 6 4 4 5 8 0 0 0 2 5 8 7 3 0 0 5 8 0 0 4 -- --         Downy brome 2 0 6 0 0 0 0 0 0 3 0 0 0 0 3 3 3 7 7 2 6 3 9 8 0 0 0 4 4       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- --       Giant foxtail 0 0 0 0 0 0 0 3 2 2 7 4 2 0 0 3 4 7 7 0 0 0 8 8 0 0 0 --      --       Lambsquarters 4 6 10 4 7 6 0 5 0 3 5 5 5 6 8 8 9 10 9 5 10 8 9 10 7 0 2      8 9       Morningglory 0 3 3 0 0 0 4 4 1 3 4 3 0 0 0 3 7 9 3 0 8 9 6 8 5 0 6 --      --       Pigweed 0 5 5 0 2 0 7 7 7 7 8 9 0 0 3 8 10 10 9 6 8 9 9 9 8 4 7 -- --         Rape 2 3 0 0 6 4 4 2 2 4 4 4 0 0 0 4 7 9 9 8 10 9 9 9 6 4 6 6 9             Ryegrass 0 0 0 0 0 0 0 0 0 2 0 0 0 0 0 0 5 9 7 2 8 6 4 6 0 0 0 0      4       Sorghum 0 2 6 0 0 2 5 3 3 4 10 4 0 0 2 3 4 9 6 4 7 5 9 9 0 3 3 -- --          Soybean 0 0 2 0 0 0 2 0 2 0 5 2 0 0 0 2 4 7 3 0 6 5 2 6 4 0 3 -- --        Speedwell 0 3 10 4 7 5 7 7 0 4 9 0 0 0 5 4 9 10 10 3 10 5 5 5 0 0 0 6      9       Sugar beet 5 6 9 3 7 3 0 4 0 5 4 5 0 4 8 8 8 9 9 8 9 10 9 9 8 0 8 8 9         Velvetleaf 0 0 3 0 0 0 3 5 2 3 8 2 0 0 0 2 4 9 7 4 9 6 7 9 8 0 4 --      --       Wheat 0 3 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 5 6 0 3 0 5 5 0 0 0 0 3               Wild buckwheat 5 4 7 0 3 0 0 0 0 2 4 5 0 0 7 7 8 9 8 2 8 8 8 7      4 0 4 4 8       Wild oat 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 2 5 3 0 5 3 0 2 0 0 0 3 0            Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- -- -- --       COMPOUND       Rate (4 g/ha) 83 84 86 88 89 102 103 107 108 109 110 111 112 114 115      116 117 118 119 120 121 122 166       PREEMERGENCE       Barley Igri 0 0 0 3 0 3 3 4 0 6 5 0 0 0 0 4 0 0 7 3 6 0 0       Bedstraw 9 0 6 4 9 2 8 10 10 8 6 3 8 8 7 9 9 0 0 2 4 8 0       Blackgrass 9 3 8 8 8 4 8 9 9 9 9 8 7 8 7 8 5 4 9 9 3 5 6       Chickweed 9 0 4 7 7 3 6 9 9 8 9 7 8 8 7 8 8 4 9 9 9 9 8       Corn -- 5 0 0 0 0 0 10 8 4 6 2 0 6 0 6 0 0 7 4 10 7 4       Cotton -- 4 3 2 0 0 3 10 9 6 4 4 3 2 0 9 8 0 7 6 9 8 3       Crabgrass -- 0 1 0 1 0 0 7 6 4 3 0 0 3 0 5 0 0 5 3 0 2 6       Downy brome 3 0 0 3 4 0 4 7 2 8 5 0 0 4 0 5 0 0 8 2 5 5 0       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Giant foxtail -- 0 0 0 2 0 0 7 4 4 6 0 0 6 0 5 0 0 6 3 0 0 4       Lambsquarters 8 3 -- 0 8 3 1 9 9 8 9 9 9 8 5 9 8 5 10 9 8 8 0       Morningglory -- 2 2 2 3 0 3 9 8 6 5 5 5 7 6 9 9 2 8 7 9 7 2       Pigweed -- 0 7 2 7 7 8 9 9 9 9 8 8 8 7 8 8 5 9 8 8 7 8       Rape 8 0 6 7 9 6 7 9 9 9 8 5 5 8 5 9 8 3 9 7 8 10 4       Ryegrass -- 0 3 0 0 0 0 9 5 7 6 0 0 6 0 7 2 0 0 0 3 0 2       Sorghum -- 9 9 5 6 5 7 9 9 6 9 0 3 7 4 8 5 0 7 2 8 7 4       Soybean -- 4 2 4 1 0 0 9 7 5 4 0 1 0 0 7 3 0 7 4 7 5 0       Speedwell 7 6 8 8 7 3 3 10 2 9 9 3 9 8 7 10 3 7 10 8 8 0 9       Sugar beet 9 -- 8 9 8 7 9 10 10 9 9 9 9 9 6 9 9 3 10 8 9 9 0       Velvetleaf -- 0 6 2 2 4 5 10 8 5 3 4 3 6 5 9 6 0 5 2 8 0 2       Wheat 0 0 0 0 0 0 0 5 0 6 5 3 0 0 0 0 0 0 6 0 8 3 0       Wild buckwheat -- 0 7 3 6 2 8 9 9 -- -- 6 -- 8 8 8 8 -- 10 8 9 9 3            Wild oat 2 0 0 0 0 0 0 3 0 4 4 0 0 2 0 4 2 0 4 0 0 0 0       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- --

    TABLE B       - COMPOUND       Rate (4 g/ha) 167 170 172 173 203 204 205 206 207 208 211 212 213 214      217 218 219 225 229 230 231 232       PREEMERGENCE       Barley Igri 0 0 0 0 0 3 0 0 2 7 0 0 2 0 3 0 0 0 0 0 0 2       Bedstraw 2 8 0 0 0 3 8 8 6 8 5 0 9 9 0 0 3 0 0 0 3 2       Blackgrass 2 3 5 8 5 8 8 8 4 8 4 4 6 3 6 5 0 0 0 0 3 5       Chickweed 8 7 0 0 2 8 9 5 3 8 8 7 9 8 0 8 6 2 0 0 0 0       Corn 2 0 0 -- 0 4 0 7 3 0 3 5 8 0 0 0 0 0 0 0 0 3       Cotton 0 7 0 0 3 0 7 5 4 3 0 0 10 8 3 0 0 4 0 0 3 0       Crabgrass 4 2 0 0 3 6 8 4 5 7 5 3 3 0 0 0 0 0 0 0 0 0       Downy brome 0 0 0 0 6 5 6 7 5 7 4 0 7 6 5 5 2 0 0 0 6 2       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Giant foxtail 0 2 3 2 0 5 7 5 3 7 3 0 4 0 0 2 0 0 0 0 0 0       Lambsquarters 2 8 9 0 3 8 10 3 3 7 7 -- 9 8 6 -- 2 0 6 3 0 0       Morningglory 0 7 0 0 0 4 7 5 6 7 0 2 8 8 0 0 0 0 0 0 1 2       Pigweed 6 9 5 5 4 9 9 7 5 9 7 3 9 9 2 5 5 0 0 0 0 0       Rape 4 8 0 0 6 5 8 3 2 8 5 0 10 8 3 0 3 0 0 0 0 0       Ryegrass 0 0 0 0 0 4 5 8 4 7 0 0 5 0 0 0 0 0 0 0 0 0       Sorghum 4 8 2 0 3 6 7 9 9 10 3 0 10 7 5 3 0 3 4 0 9 9       Soybean 0 2 0 0 0 0 5 4 0 2 0 0 7 6 0 0 0 2 0 0 4 2       Speedwell 0 9 7 4 0 0 3 3 0 7 7 0 9 3 0 0 0 -- 2 4 0 0       Sugar beet 4 9 4 2 2 7 8 8 2 8 7 4 9 9 4 5 7 4 0 0 0 2       Velvetleaf 2 7 0 0 0 3 6 7 4 8 5 0 8 0 0 0 0 2 2 0 3 0       Wheat 0 0 0 0 0 3 3 6 2 7 4 0 4 0 3 2 0 0 0 0 2 2       Wild buckwheat 4 6 0 -- 1 8 8 7 3 7 3 0 9 8 0 0 3 2 0 0 0 3       Wild oat 0 0 0 0 0 3 3 0 2 2 0 0 2 0 0 0 0 0 0 0 0 0       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       COMPOUND       Rate (4 g/ha) 240 241 242 243 244 245 252 256 258 259 261 266 267 268      270 271 272 274 275 276 283 284       PREEMERGENCE       Barley Igri 4 0 0 0 0 3 0 4 0 0 5 0 4 0 3 2 0 0 7 0 0 0       Bedstraw 5 6 7 8 8 9 4 3 6 0 5 0 5 0 0 0 0 0 5 0 8 7       Blackgrass 9 10 9 9 10 9 6 9 9 6 9 3 8 3 6 8 6 0 9 0 9 6       Chickweed 4 9 9 8 10 8 5 0 7 0 0 0 0 0 0 0 7 0 0 0 9 10       Corn 4 8 4 10 8 6 0 2 5 0 4 0 0 0 0 0 0 0 0 0 3 0       Cotton 0 1 4 7 5 4 0 0 0 -- 2 0 0 0 3 0 0 0 2 0 2 2       Crabgrass 4 5 3 3 4 5 0 0 3 0 2 0 2 0 0 3 4 0 3 0 0 0       Downy brome 4 5 7 5 4 9 3 7 6 4 6 0 8 6 0 0 3 0 9 0 2 0       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- --       Giant foxtail 1 3 2 4 3 4 0 3 4 0 4 0 4 0 0 2 8 0 2 0 0 1       Lambsquarters 9 9 8 8 9 9 -- 4 9 8 -- 3 0 0 -- 6 0 0 3 0 9 9       Morningglory 4 2 2 8 4 5 0 0 0 0 0 0 2 2 0 0 0 0 0 0 3 4       Pigweed 7 8 8 8 7 8 0 0 7 3 7 0 6 0 2 3 2 0 3 0 8 8       Rape 6 6 3 9 7 8 3 4 3 0 3 0 0 0 0 0 2 0 2 0 -- 3       Ryegrass 4 4 3 6 2 2 0 4 5 4 4 0 0 0 0 0 0 0 3 0 3 0       Sorghum 3 4 2 10 10 9 0 8 4 7 8 3 8 5 0 0 0 0 4 0 2 0       Soybean 0 1 6 7 0 2 0 0 0 0 0 0 2 0 0 0 0 0 0 0 0 0       Speedwell 8 9 0 9 0 9 7 7 0 0 3 2 -- 0 0 3 0 0 0 0 -- 9       Sugar beet 8 9 7 9 9 9 1 0 5 2 6 0 1 0 2 -- 0 0 7 0 6 6       Velvetleaf 2 2 2 8 4 0 0 0 3 0 0 2 0 0 0 2 0 0 0 0 4 2       Wheat 3 5 0 4 0 3 0 6 3 0 5 0 0 0 3 0 0 0 4 0 0 0       Wild buckwheat 9 9 -- 9 8 7 0 9 9 -- 9 7 -- 8 5 6 5 -- -- 0 9 8               Wild oat 4 0 0 3 0 0 0 5 2 0 4 0 0 0 0 0 0 0 0 0 0 0       Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- --       COMPOUND       Rate (4 g/ha) 285 286 287 288 289 291 300 301 302 305 310       PREEMERGENCE       Barley Igri 0 0 0 0 0 0 0 0 0 0 0       Bedstraw -- 9 8 10 0 0 0 2 4 0 2       Blackgrass 4 4 5 7 8 3 3 2 4 3 0       Chickweed 9 9 10 9 7 2 0 5 5 0 0       Corn 0 5 0 0 0 0 0 0 0 2 0       Cotton 2 7 4 2 0 0 0 0 2 0 0       Crabgrass 0 6 0 4 0 2 0 0 0 0 0       Downy brome 0 4 0 8 0 2 0 0 0 0 0       Duck salad -- -- -- -- -- -- -- -- -- -- --       Giant foxtail 0 7 0 0 0 3 0 0 2 0 0       Lambsquarters 5 9 9 10 0 5 0 4 7 0 0       Morningglory 0 7 0 2 0 0 0 0 0 0 0       Pigweed 7 8 8 8 7 6 3 0 7 5 0       Rape 0 9 9 8 0 2 0 0 0 0 0       Ryegrass 0 4 0 0 0 0 0 0 0 0 0       Sorghum 0 8 2 0 0 2 0 0 0 5 0       Soybean 0 4 0 0 0 0 0 0 0 0 0       Speedwell 0 10 0 10 9 2 0 5 8 0 4       Sugar beet 4 9 9 8 5 3 0 7 6 4 2       Velvetleaf 0 8 0 3 0 0 0 0 0 2 0       Wheat 0 0 0 0 0 0 0 2 0 0 0       Wild buckwheat 7 4 8 8 5 0 0 4 7 7 --       Wild oat 0 0 0 0 0 0 0 0 0 0 0       Barnyardgrass -- -- -- -- -- -- -- -- -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- --       COMPOUND       Rate (2 g/ha) 25 26 27 28 29 30 31 34 36 107 204 205 206 207 240 241      242 243 244 245 272 283 284 285       POSTEMERGENCE       Barley Igri 3 5 6 5 6 7 4 0 2 4 7 10 7 4 8 6 9 6 4 8 5 9 8 8       Bedstraw 6 6 8 4 10 7 5 0 8 10 5 5 4 6 7 6 8 9 9 9 0 8 9 10       Blackgrass 7 9 7 7 6 5 4 0 4 9 10 10 10 9 9 9 9 10 9 9 9 9 9 9       Chickweed 5 6 9 0 9 10 0 2 8 10 8 10 6 5 5 6 8 9 10 0 9 9 10 10               Corn 7 10 10 7 10 10 6 7 10 10 8 9 10 7 10 9 10 10 10 9 9 9 10      10       Cotton 0 2 4 2 7 6 0 0 3 10 0 4 2 0 1 3 2 5 8 4 0 3 7 6       Crabgrass 3 2 4 0 5 5 0 3 3 0 8 10 7 7 5 4 7 8 4 4 6 5 3 0       Downy brome 4 2 4 6 9 5 0 0 4 3 8 9 9 7 5 5 9 9 8 4 7 7 5 6       Duck salad -- -- -- -- -- -- -- -- -- 7 0 9 0 3 0 0 0 5 0 2 0 2 0 0           Giant foxtail 6 7 7 6 10 9 6 5 7 2 6 9 7 7 5 8 9 8 6 6 10 7 6 9           Lambsquarters 6 10 10 8 10 10 5 0 8 10 10 10 9 8 8 7 10 10 3 8 7 8      9 9       Morningglory 7 8 9 10 8 10 4 5 7 10 7 10 6 5 8 8 8 8 9 8 3 4 5 10             Pigweed 5 4 8 6 7 7 5 6 7 10 10 10 9 3 9 7 10 10 7 8 7 9 7 8            Rape 3 2 6 7 7 8 0 0 6 9 5 9 9 7 7 9 10 8 8 9 3 9 7 6       Ryegrass 4 6 3 5 7 0 0 0 2 8 6 10 6 -- 7 2 5 10 0 4 2 3 0 0       Sorghum 10 9 10 9 10 10 8 6 10 8 10 10 10 10 9 10 10 10 10 10 9 9 9 9         Soybean 6 6 10 7 10 10 3 3 8 10 8 10 7 6 5 8 9 9 8 6 4 6 8 9       Speedwell 2 0 0 2 5 0 0 0 0 -- -- 0 3 0 0 2 0 9 0 0 0 0 3 0       Sugar beet 5 4 6 6 10 10 4 3 9 10 8 7 9 4 9 8 9 10 10 -- 6 6 8 9              Velvetleaf 4 4 5 5 7 7 3 0 5 9 7 8 3 2 5 6 6 7 6 5 0 7 8 10            Wheat 5 4 3 4 6 8 0 0 2 3 4 7 6 4 7 5 7 5 3 4 4 9 8 5       Wild buckwheat 6 -- 7 5 9 9 0 0 2 9 6 8 0 3 9 -- 9 6 -- 9 9 8 8 --            Wild oat 5 4 5 0 4 6 0 0 4 6 7 9 7 6 8 8 9 10 7 4 5 8 6 2       Barnyardgrass 0 0 2 7 1 0 0 0 0 4 0 5 0 0 0 0 3 3 0 5 0 0 0 0       Rice Japonica 0 0 0 5 0 0 0 0 0 7 3 3 3 6 0 0 6 2 0 7 1 2 0 1       Umbrella sedge 2 5 8 7 0 0 0 2 -- 8 7 9 3 0 0 3 7 3 0 0 2 8 5 0       COMPOUND       Rate (2 g/ha) 286 287 288 291       POSTEMERGENCE       Barley Igri 9 9 8 7       Bedstraw 10 8 10 5       Blackgrass 9 9 8 10       Chickweed 9 10 9 5       Corn 10 9 9 9       Cotton 5 5 3 0       Crabgrass 7 7 0 5       Downy brome 8 0 6 6       Duck salad 0 0 2 0       Giant foxtail 9 7 7 7       Lambsquarters 9 6 8 9       Morningglory 7 9 8 5       Pigweed 6 10 7 7       Rape 9 10 9 7       Ryegrass 2 0 2 5       Sorghum 10 10 10 8       Soybean 10 9 8 5       Speedwell 9 0 7 0       Sugar beet 10 10 9 7       Velvetleaf 6 0 8 2       Wheat 9 3 7 6       Wild buckwheat 9 10 10 --       Wild oat 9 0 4 5       Barnyardgrass 0 0 2 0       Rice Japonica 1 2 3 0       Umbrella sedge 0 0 0 0       COMPOUND       Rate (2 g/ha) 25 26 27 28 29 30 31 34 36 107 204 205 206 207 240 241      242 243 244 245 272 283 284 285       PREEMERGENCE       Barley Igri 0 0 0 0 0 0 0 0 0 3 2 0 -- 0 2 0 0 0 0 3 0 0 0 0       Bedstraw 0 0 0 0 3 0 0 0 7 10 0 7 5 2 3 2 6 7 7 9 0 5 7 2       Blackgrass 0 0 0 2 3 0 0 0 3 9 7 8 7 0 8 5 9 7 7 8 4 6 5 2       Chickweed 0 0 -- 5 7 4 0 0 6 9 8 8 5 2 0 6 9 8 9 5 3 9 9 7       Corn 2 0 4 2 4 2 0 0 0 10 2 0 3 3 3 2 3 10 5 5 0 3 0 0       Cotton 3 5 5 4 5 5 0 0 6 10 0 4 3 3 0 0 4 6 2 3 0 0 0 0       Crabgrass 0 3 3 2 4 7 0 0 0 7 4 7 3 3 0 3 0 0 0 2 3 0 0 0       Downy brome 0 0 0 0 0 0 0 0 0 5 2 4 -- 3 3 0 0 0 3 5 3 0 0 0       Duck salad -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- --       Giant foxtail 0 2 0 0 3 3 0 0 0 5 3 5 3 0 0 0 0 0 0 3 2 0 0 0       Lambsquarters 0 2 0 2 2 0 2 3 7 9 7 7 0 3 8 7 7 8 3 9 0 9 0 --       Morningglory 3 2 0 3 2 0 0 0 0 9 3 6 3 0 0 0 2 7 0 2 0 0 3 0       Pigweed 7 2 4 3 4 8 0 0 3 9 6 8 6 0 5 8 3 8 7 7 0 8 5 2       Rape 3 0 0 2 1 0 0 0 3 8 2 5 -- 0 5 4 3 5 4 3 0 3 3 0       Ryegrass 0 0 0 0 0 0 0 0 0 9 0 3 -- 2 2 4 0 2 2 0 0 0 0 0       Sorghum 4 2 0 4 5 4 0 0 0 9 4 4 9 8 2 0 0 10 9 6 0 0 0 0       Soybean 2 0 2 0 4 0 0 0 0 8 0 4 3 0 0 0 2 5 0 0 0 0 0 0       Speedwell 4 2 0 0 8 0 0 0 3 10 0 0 3 0 5 4 0 8 0 9 0 9 7 0       Sugar beet 0 0 0 3 4 4 0 3 7 10 7 8 7 2 8 8 7 9 9 8 0 -- 6 3       Velvetleaf 2 4 0 0 4 0 0 0 0 9 3 3 5 0 0 0 0 7 2 0 0 4 0 0       Wheat 0 0 0 0 0 0 0 0 0 3 2 0 -- 0 2 2 0 0 0 0 0 0 0 0       Wild buckwheat 0 0 0 0 3 0 0 0 5 8 7 3 7 3 9 9 -- 4 -- 7 -- 4 8 4             Wild oat 0 0 0 0 0 0 0 0 0 0 2 0 -- 0 3 0 0 0 0 0 0 0 0 0               Barnyardgrass -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- -- -- -- --       Rice Japonica -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- --       Umbrella sedge -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- -- --      -- -- -- -- --       COMPOUND       Rate (2 g/ha) 286 287 288 291       PREEMERGENCE       Barley Igri 0 0 0 0       Bedstraw 9 6 4 0       Blackgrass 3 3 6 0       Chickweed 9 9 9 0       Corn 4 0 0 0       Cotton 6 3 0 0       Crabgrass 3 0 0 0       Downy brome 4 0 5 0       Duck salad -- -- -- --       Giant foxtail 5 0 0 0       Lambsquarters -- 9 8 0       Morningglory 5 0 0 0       Pigweed 7 7 8 2       Rape 2 3 5 0       Ryegrass 2 0 0 0       Sorghum 4 0 0 2       Soybean 3 0 0 0       Speedwell 8 0 10 0       Sugar beet 6 8 7 0       Velvetleaf 6 0 2 0       Wheat 0 0 0 0       Wild buckwheat 4 5 2 0       Wild oat 0 0 0 0       Barnyardgrass -- -- -- --       Rice Japonica -- -- -- --       Umbrella sedge -- -- -- --

TEST C

Plastic pots were partially filed with silt loam soil. The soil was then saturated with water. Japonica rice (Oryza sativa) seedlings at the 2.0 and 2.5 leaf stage, seeds selected from barnyardgrass (Echinochloa crus-galli), duck salad (Heteranthera limosa), umbrella sedge (Cyperus difformis), and tubers selected from arrowhead (Safittaria spp.), waterchestnut (Eleocharis spp.), were planted into this soil. After planting, water levels were raised to 3 cm above the soil surface and maintained at this level throughout the test. Chemical treatments were formulated in a non-phytotoxic solvent and applied directly to the paddy water. Treated plants and controls were maintained in a greenhouse for approximately 21 days, after which all species were compared to controls and visually evaluated. Plant response ratings, summarized in Table C, are reported on a 0 to 10 scale where 0 is no effect and 10 is complete control. A dash (-) response means no test result.

                                      TABLE C                                      __________________________________________________________________________             COMPOUND         COMPOUND         COMPOUND                             Rate (64 g/ha)                                                                         6 58     Rate (16 g/ha)                                                                         6 27                                                                               58                                                                               205                                                                               Rate (4 g/ha)                                                                          6 27 58                                                                               205                           __________________________________________________________________________     PADDY            PADDY            PADDY                                        Barnyardgrass                                                                          5 9      Arrowhead                                                                              --                                                                               --                                                                               --                                                                               7  Arrowhead                                                                              --                                                                               -- --                                                                               3                             Duck salad                                                                             --                                                                               10     Barnyardgrass                                                                          0 2 6 10 Barnyardgrass                                                                          0 2  0 9                             Japonica rice                                                                          8 8      Duck salad                                                                             --                                                                               10                                                                               10                                                                               -- Duck salad                                                                             --                                                                               10 9 --                            Umbrella sedge                                                                         9 9      Japonica rice                                                                          6 6 6 7  Japonica rice                                                                          1 1  4 7                             Waterchestnut                                                                          8 8      Umbrella sedge                                                                         7 9 9 9  Umbrella sedge                                                                         2 9  9 9                                              Waterchestnut                                                                          4 6 7 8  Waterchestnut                                                                          3 4  6 8                             __________________________________________________________________________             COMPOUND         COMPOUND         COMPOUND                             Rate (32 g/ha)                                                                         6 27                                                                               58                                                                               205                                                                               Rate (8 g/ha)                                                                          6 27                                                                               58                                                                               205                                                                               Rate (2 g/ha)                                                                          27                                                                               205                                __________________________________________________________________________     PADDY            PADDY            PADDY                                        Arrowhead                                                                              --                                                                               --                                                                               --                                                                               8  Arrowhead                                                                              --                                                                               --                                                                               --                                                                               5  Arrowhead                                                                              --                                                                               1                                  Barnyardgrass                                                                          3 4 5 10 Barnyardgrass                                                                          0 2 4 10 Barnyardgrass                                                                          0 4                                  Duck salad                                                                             --                                                                               10                                                                               10                                                                               -- Duck salad                                                                             --                                                                               10                                                                               10                                                                               -- Duck salad                                                                             3 --                                 Japonica rice                                                                          7 8 7 8  Japonica rice                                                                          5 5 5 7  Japonica rice                                                                          0 5                                  Umbrella sedge                                                                         8 9 9 10 Umbrella sedge                                                                         5 9 9 9  Umbrella sedge                                                                         0 9                                  Waterchestnut                                                                          --                                                                               7 8 8  Waterchestnut                                                                          3 5 6 8  Waterchestnut                                                                          2 5                                  __________________________________________________________________________

TEST D

Compounds evaluated in this test were formulated in a non-phytoxic solvent and applied to the soil surface before plant seedlings emerged (preemergence application) and to plants that were in the one-to-four leaf stage (postemergence application). A sandy loam soil was used for the preemergence test while a mixture of sandy loam soil and greenhouse potting mix in a 60:40 ratio was used for the postemergence test. Test compounds were applied within approximately one day after planting seeds for the preemergence test. Plantings of these crops and weed species were adjusted to produce plants of appropriate size for the postemergence test. All plant species were grown using normal greenhouse practices. Crop and weed species include winter barley (Hordeum vulgare cv. `Igri`), bedstraw (Galium aparine), blackgrass (Alopecurus myosuroides), chickweed (Stellaria media), downy brome (Bromus tectorum), field violet (Viola arvensis), green foxtail (Setaria viridis), kochia (Kochia scoparia), lambsquarters (Chenopodium album), Persian speedwell (Veronica persica, rape (Brassica napus cv. `Jet Neuf`), ryegrass (Lolium multiflorum), sugar beet (Beta vulgaris cv. `US1`), sunflower (Helianthus annuus cv. `Russian Giant`), spring wheat (Triticum aestivum cv. `ERA`), winter wheat (Triticum aestivum cv. `Talent`), wild buckwheat (Polygonum convolvulus), wild mustard (Sinapis arvensis), wild oat (Arena fatua), and wild radish (Raphanus raphanistrum). Blackgrass and wild oat were treated postemergence at two growth stages. The first stage (1) was when the plants had two to three leaves. The second stage (2) was when the plants had approximately four leaves or in the initial stages of tillering. Treated plants and untreated controls were maintained in a greenhouse for approximately 21 to 28 days, after which all treated plants were compared to untreated controls and visually evaluated. Plant response ratings, summarized in Table D, are based upon a 0 to 10 scale where 0 is no effect and 10 is complete control. A dash response (-) means no test result.

                                      TABLE D                                      __________________________________________________________________________                COMPOUND                                                            Rate (250 g/ha)                                                                           36                                                                  __________________________________________________________________________     PREEMERGENCE                                                                   Blackgrass (1)                                                                            10                                                                  Blackgrass (2)                                                                            10                                                                  Chickweed  10                                                                  Downy brome                                                                               10                                                                  Field violet                                                                              10                                                                  Galium (1) 10                                                                  Green foxtail                                                                             10                                                                  Kochia     10                                                                  Lambsquarters                                                                             10                                                                  Persn Speedwell                                                                            9                                                                  Rape       10                                                                  Ryegrass   10                                                                  Sugar beet 10                                                                  Sunflower  10                                                                  Wheat (Spring)                                                                            10                                                                  Wheat (Winter)                                                                            10                                                                  Wild buckwheat                                                                            10                                                                  Wild mustard                                                                              10                                                                  Wild oat (1)                                                                              10                                                                  Wild oat (2)                                                                              10                                                                  Wild radish                                                                               10                                                                  Winter Barley                                                                             10                                                                  __________________________________________________________________________                COMPOUND                                                            Rate (125 g/ha)                                                                           36                                                                               59                                                                               60                                                                               83                                                                               89                                                                               107                                                                               108                                                                               214                                                                               229                                                                               230                                                                               232                                                                               244                                                                               252                                                                               269                                                                               288                                                                               289                         __________________________________________________________________________     POSTEMERGENCE                                                                  Blackgrass (1)                                                                            --                                                                               10                                                                               7 10                                                                               10                                                                               10 7  10 7  8  10 10 10 4  10 10                          Blackgrass (2)                                                                            --                                                                               7 10                                                                               9 10                                                                               6  10 7  9  10 10 10 4  10 10                             Chickweed  --                                                                               10                                                                               10                                                                               10                                                                               8 10 10 10 7  6  9  10 4  0  10 10                          Downy brome                                                                               --                                                                               7 7 5 3 7  5  10 7  9  10 10 10 5  10 10                          Field violet                                                                              --                                                                               10                                                                               9 8 2 10 10 10 6  8  8  10 18 0  9  6                           Galium (1) --                                                                               10                                                                               10                                                                               10                                                                               9 10 10 10 9  9  10 10 10 4  10 9                           Galium (2) --                                                                               10                                                                               10                                                                               10                                                                               8 10 10 10 9  9  10 10 10 3  10 10                          Green foxtail                                                                             --                                                                               9 7 9 5 10 5  8  6  9  5  10 10 3  10 10                          Kochia     --                                                                               10                                                                               10                                                                               10                                                                               2 10 10 10 3  6  4  6  4  6  10 10                          Lambsquarters                                                                             --                                                                               8 6 7 5 10 4  6  7  10 3  7  4  0  10 8                           Persn Speedwell                                                                           --                                                                               10                                                                               3 0 2 10 0  4  0  0  3  2  4  0  7  4                           Rape       --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 10 10 10 10 10 7  10 7                           Ryegrass   --                                                                               10                                                                               8 7 4 10 10 10 5  2  10 10 6  3  9  9                           Sugar beet --                                                                               10                                                                               10                                                                               10                                                                               9 10 10 10 6  8  9  10 5  2  10 10                          Sunflower  --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 10 10 10 10 10 6  10 10                          Wheat (Spring)                                                                            --                                                                               6 4 7 3 8  5  5  7  6  10 10 8  2  10 10                          Wheat (Winter)                                                                            --                                                                               5 3 6 3 7  4  5  8  7  10 10 8  2  10 10                          Wild buckwheat                                                                            --                                                                               10                                                                               10                                                                               8 4 10 10 10 6  7  5  10 3  10 10 6                           Wild mustard                                                                              --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 10 10 10 10 10 10 10 10                          Wild oat (1)                                                                              --                                                                               10                                                                               8 4 2 10 8  10 10 10 10 10 9  3  10 10                          Wild oat (2)                                                                              --                                                                               9 8 3 2 10 7  10 10 10 10 10 8  2  10 10                          Wild radish                                                                               --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 9  9  10 10 10 9  10 10                          Winter Barley                                                                             --                                                                               9 7 7 4 9  7  9  10 10 10 10 8  4  10 10                          __________________________________________________________________________                COMPOUND                                                            Rate (125 g/ha)                                                                           36                                                                               59                                                                               60                                                                               83                                                                               89                                                                               107                                                                               108                                                                               214                                                                               229                                                                               230                                                                               232                                                                               244                                                                               252                                                                               269                                                                               288                                                                               289                         __________________________________________________________________________     PREEMERGENCE                                                                   Blackgrass (1)                                                                            10                                                                               10                                                                               9 9 8 10 8  9  6  8  8  10 9  2  9  9                           Blackgrass (2)                                                                            10                                                                               10                                                                               9 10                                                                               7 10 8  8  8  7  6  10 9  2  8  9                           Chickweed  10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 10 9  8  10 10 4  10 10                          Downy brome                                                                               10                                                                               9 8 6 2 9  8  10 10 8  10 10 9  3  8  9                           Field violet                                                                              10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 8  9  5  10 10 0  10 9                           Galium (1) 10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 10 9  8  10 8  2  10 9                           Galium (2) --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 -- 8  8  10 9  2  10 9                           Green foxtail                                                                             10                                                                               10                                                                               10                                                                               10                                                                               6 10 8  10 6  3  8  10 7  0  8  10                          Kochia     9 10                                                                               10                                                                               10                                                                               8 10 10 9  4  2  4  10 3  0  10 8                           Lambsquarters                                                                             10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 7  9  2  10 10 0  10 6                           Persn Speedwell                                                                           7 10                                                                               9 10                                                                               8 10 10 8  5  4  5  8  9  0  10 8                           Rape       10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 6  2  6  10 8  2  10 2                           Ryegrass   10                                                                               10                                                                               9 10                                                                               6 10 10 8  0  0  7  10 5  0  9  8                           Sugar beet 10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 6  9  5  10 6  2  10 9                           Sunflower  10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 3  0  10 10 10 9  0  10                          Wheat (Spring)                                                                            7 9 7 5 2 10 7  3  10 6  9  10 6  0  9  5                           Wheat (Winter)                                                                            7 9 7 4 2 10 8  3  10 7  9  10 6  0  9  4                           Wild buckwheat                                                                            10                                                                               10                                                                               10                                                                               10                                                                               8 10 10 10 5  7  6  10 2  0  10 8                           Wild mustard                                                                              10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 7  7  10 10 10 6  10 9                           Wild oat (1)                                                                              9 10                                                                               10                                                                               4 2 10 9  8  8  6  10 10 4  0  6  6                           Wild oat (2)                                                                              9 10                                                                               10                                                                               5 3 10 9  8  9  6  10 10 4  2  6  5                           Wild radish                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 4  5  7  10 10 3  10 8                           Winter Barley                                                                             10                                                                               10                                                                               9 10                                                                               4 10 10 10 10 9  9  10 8  3  8  5                           __________________________________________________________________________                COMPOUND                                                            Rate (64 g/ha)                                                                            36                                                                               59                                                                               60                                                                               83                                                                               89                                                                               107                                                                               108                                                                               214                                                                               229                                                                               230                                                                               232                                                                               244                                                                               252                                                                               269                                                                               288                                                                               289                         __________________________________________________________________________     POSTEMERGENCE                                                                  Blackgrass (1)                                                                            --                                                                               9 6 10                                                                               9 10 6  8  5  7  10 10 10 2  10 10                          Blackgrass (2)                                                                            --                                                                               9 5 9 7 10 5  8  6  8  10 10 10 2  10 10                          Chickweed  --                                                                               10                                                                               10                                                                               10                                                                               4 10 10 10 5  4  8  10 3  0  10 10                          Downy brome                                                                               --                                                                               6 5 3 2 5  3  10 6  8  10 10 10 4  10 10                          Field violet                                                                              --                                                                               10                                                                               7 6 0 10 10 8  4  7  6  10 6  0  8  5                           Galium (1) --                                                                               10                                                                               9 8 7 10 10 10 8  8  10 10 9  2  10 8                           Galium (2) --                                                                               10                                                                               9 9 6 10 10 10 7  7  10 10 9  2  10 8                           Green foxtail                                                                             --                                                                               8 5 7 3 10 3  7  4  7  3  10 10 0  10 10                          Kochia     --                                                                               10                                                                               10                                                                               10                                                                               0 10 10 9  2  4  3  5  2  4  10 10                          Lambsquarters                                                                             --                                                                               7 3 6 2 8  2  4  6  8  2  5  3  0  8  7                           Persn Speedwell                                                                           --                                                                               10                                                                               2 0 0 10 0  2  0  0  0  0  2  0  4  2                           Rape       --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 10 10 10 10 10 4  10 5                           Ryegrass   --                                                                               10                                                                               7 6 2 10 10 8  3  0  10 10 4  2  8  8                           Sugar beet --                                                                               10                                                                               10                                                                               10                                                                               7 10 10 10 5  6  7  10 4  0  10 9                           Sunflower  --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 10 10 10 10 10 3  10 10                          Wheat (Spring)                                                                            --                                                                               4 2 5 2 6  2  4  6  5  9  10 7  0  9  10                          Wheat (Winter)                                                                            --                                                                               4 2 4 2 5  2  4  7  6  10 10 7  0  9  10                          Wild buckwheat                                                                            --                                                                               10                                                                               10                                                                               6 2 10 10 10 4  6  2  10 0  9  10 5                           Wild mustard                                                                              --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 10 10 10 10 10 10 10 10                          Wild oat (1)                                                                              --                                                                               8 6 2 0 10 5  9  10 10 10 10 8  2  10 10                          Wild oat (2)                                                                              --                                                                               8 6 2 0 10 5  10 10 10 10 10 6  0  10 10                          Wild radish                                                                               --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 7  7  10 10 10 7  10 10                          Winter Barley                                                                             --                                                                               7 5 6 2 7  5  8  9  9  9  10 6  3  9  10                          __________________________________________________________________________                COMPOUND                                                            Rate (64 g/ha)                                                                            36                                                                               59                                                                               60                                                                               83                                                                               89                                                                               107                                                                               108                                                                               214                                                                               229                                                                               230                                                                               232                                                                               244                                                                               252                                                                               269                                                                               288                                                                               289                         __________________________________________________________________________     PREEMERGENCE                                                                   Blackgrass (1)                                                                            10                                                                               10                                                                               7 8 6 9  7  7  3  4  5  10 8  0  7  8                           Blackgrass (2)                                                                            10                                                                               10                                                                               9 9 6 9  6  7  5  4  4  10 8  0  6  8                           Chickweed  10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 6  4  5  10 8  2  10 9                           Downy brome                                                                               10                                                                               9 7 4 0 8  6  10 9  6  9  10 7  0  6  7                           Field violet                                                                              10                                                                               10                                                                               10                                                                               10                                                                               8 10 10 10 5  7  3  10 9  0  10 6                           Galium (1) 10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 9  7  4  10 6  0  10 7                           Galium (2) --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 -- 7  4  10 7  0  10 8                           Green foxtail                                                                             10                                                                               10                                                                               8 10                                                                               5 10 7  9  4  2  6  10 6  0  6  8                           Kochia     7 10                                                                               10                                                                               10                                                                               5 10 10 8  2  0  3  9  2  0  10 6                           Lambsquarters                                                                             10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 4  4  0  10 9  0  10 3                           Persn Speedwell                                                                           4 10                                                                               9 9 6 10 10 7  4  2  3  6  8  0  10 7                           Rape       10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 3  0  3  10 6  0  10 0                           Ryegrass   10                                                                               10                                                                               8 8 3 10 9  6  0  0  5  9  2  0  7  5                           Sugar beet 10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 4  7  3  10 4  0  10 8                           Sunflower  10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 0  0  8  10 5  0  10 7                           Wheat (Spring)                                                                            5 8 6 3 0 8  6  3  9  3  8  8  4  0  7  3                           Wheat (Winter)                                                                            5 7 5 3 0 8  6  2  10 4  7  8  5  0  8  2                           Wild buckwheat                                                                            10                                                                               10                                                                               10                                                                               10                                                                               6 10 10 10 2  5  4  10 0  0  10 6                           Wild mustard                                                                              8 10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 3  3  8  10 10 3  10 7                           Wild oat (1)                                                                              6 10                                                                               9 3 0 10 8  6  7  4  7  10 2  0  5  5                           Wild oat (2)                                                                              7 10                                                                               9 3 0 10 8  6  6  4  8  10 2  0  5  4                           Wild radish                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 8  3  2  4  10 8  0  10 5                           Winter Barley                                                                             9 10                                                                               8 8 2 10 10 8  9  6  6  10 5  2  7  4                           __________________________________________________________________________                COMPOUND                                                            Rate (32 g/ha)                                                                            36                                                                               59                                                                               60                                                                               83                                                                               89                                                                               107                                                                               108                                                                               214                                                                               229                                                                               230                                                                               232                                                                               244                                                                               252                                                                               269                                                                               288                                                                               289                         __________________________________________________________________________     POSTEMERGENCE                                                                  Blackgrass (1)                                                                            --                                                                               8 5 8 6 8  4  6  4  6  9  10 9  0  9  10                          Blackgrass (2)                                                                            --                                                                               7 4 7 4 8  4  7  4  6  10 10 8  0  8  10                          Chickweed  --                                                                               10                                                                               10                                                                               10                                                                               2 10 10 10 4  2  4  10 2  0  8  10                          Downy brome                                                                               --                                                                               5 4 3 0 3  2  8  4  6  9  10 8  2  10 10                          Field violet                                                                              --                                                                               10                                                                               4 4 0 10 8  5  2  5  5  10 4  0  6  2                           Galium (1) --                                                                               10                                                                               8 7 4 10 10 9  7  6  9  10 7  0  9  7                           Galium (2) --                                                                               10                                                                               8 8 3 10 10 10 6  6  9  10 8  0  8  6                           Green foxtail                                                                             --                                                                               7 3 6 0 10 0  5  3  6  2  10 8  0  10 10                          Kochia     --                                                                               10                                                                               9 8 0 10 8  7  0  2  0  3  0  2  10 10                          Lambsquarters                                                                             --                                                                               6 0 5 0 6  0  2  4  6  0  2  2  0  6  5                           Persn Speedwell                                                                           --                                                                               10                                                                               0 0 0 9  0  0  0  0  0  0  0  0  2  0                           Rape       --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 8  9  10 10 9  2  10 3                           Ryegrass   --                                                                               10                                                                               6 5 0 10 9  6  2  0  8  10 2  0  7  5                           Sugar beet --                                                                               10                                                                               10                                                                               10                                                                               5 10 10 10 3  3  4  10 3  0  9  7                           Sunflower  --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 10 10 10 10 10 0  10 10                          Wheat (Spring)                                                                            --                                                                               3 0 3 0 4  0  2  5  4  8  10 4  0  8  10                          Wheat (Winter)                                                                            --                                                                               4 0 3 0 3  0  2  6  3  8  10 4  0  8  10                          Wild buckwheat                                                                            --                                                                               10                                                                               8 3 0 10 10 10 2  3  0  10 0  7  8  3                           Wild mustard                                                                              --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 10 10 10 10 10 7  10 10                          Wild oat (1)                                                                              --                                                                               7 5 0 0 8  4  8  8  8  10 10 4  0  10 10                          Wild oat (2)                                                                              --                                                                               7 5 0 0 7  4  9  8  8  10 10 3  0  9  10                          Wild radish                                                                               --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 8  10 4  5  10 10 10 5  10 8                           Winter Barley                                                                             --                                                                               6 2 5 0 5  3  6  8  7  7  9  3  2  7  10                          __________________________________________________________________________                COMPOUND                                                            Rate (32 g/ha)                                                                            36                                                                               59                                                                               60                                                                               83                                                                               89                                                                               107                                                                               108                                                                               214                                                                               229                                                                               230                                                                               232                                                                               244                                                                               252                                                                               269                                                                               288                                                                               289                         __________________________________________________________________________     PREEMERGENCE                                                                   Blackgrass (1)                                                                            9 9 6 7 3 8  5  5  0  3  2  10 6  0  4  6                           Blackgrass (2)                                                                            9 9 7 7 4 8  5  6  2  2  2  9  6  0  3  5                           Chickweed  10                                                                               10                                                                               10                                                                               10                                                                               8 10 10 9  3  2  2  10 5  0  10 8                           Downy brome                                                                               10                                                                               8 6 3 0 7  4  8  7  4  7  10 4  0  4  4                           Field violet                                                                              10                                                                               10                                                                               10                                                                               10                                                                               6 10 10 10 2  3  2  10 6  0  10 3                           Galium (1) 9 10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 5  5  3  10 4  0  9  5                           Galium (2) --                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 -- 3  2  10 4  0  8  4                           Green foxtail                                                                             9 9 7 9 2 9  6  7  2  0  4  10 5  0  4  7                           Kochia     4 10                                                                               9 8 2 10 9  5  0  0  2  7  0  0  10 5                           Lambsquarters                                                                             10                                                                               10                                                                               10                                                                               10                                                                               7 10 10 9  2  2  0  10 7  0  10 2                           Persn Speedwell                                                                           2 10                                                                               8 6 5 10 8  5  2  0  0  4  5  0  10 5                           Rape       10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 0  0  0  10 4  0  10 0                           Ryegrass   8 10                                                                               7 6 2 10 7  4  0  0  2  7  0  0  5  3                           Sugar beet 10                                                                               10                                                                               10                                                                               10                                                                               9 10 10 10 2  4  2  10 3  0  10 6                           Sunflower  10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 9  0  0  4  10 3  0  10 4                           Wheat (Spring)                                                                            3 6 5 2 0 6  4  2  8  2  4  5  3  0  4  0                           Wheat (Winter)                                                                            3 6 4 2 0 7  4  2  8  2  4  6  3  0  6  0                           Wild buckwheat                                                                            7 10                                                                               10                                                                               10                                                                               4 10 10 10 0  2  2  8  0  0  8  4                           Wild mustard                                                                              7 10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 0  0  4  10 8  0  10 5                           Wild oat (1)                                                                              3 10                                                                               8 2 0 10 7  3  4  2  4  8  0  0  3  3                           Wild oat (2)                                                                              3 10                                                                               8 0 0 10 7  4  5  2  5  8  0  0  3  2                           Wild radish                                                                               7 10                                                                               10                                                                               10                                                                               10                                                                               10 10 7  2  0  2  10 6  0  10 3                           Winter Barley                                                                             4 9 7 7 0 10 10 6  8  3  3  8  3  0  5  2                           __________________________________________________________________________                COMPOUND                                                            Rate (16 g/ha)                                                                            36                                                                               59                                                                               60                                                                               83                                                                               89                                                                               107                                                                               108                                                                               214                                                                               229                                                                               230                                                                               232                                                                               244                                                                               252                                                                               269                                                                               288                                                                               289                         __________________________________________________________________________     POSTEMERGENCE                                                                  Blackgrass (1)                                                                            5 7 3 6 3 7  3  4  3  4  7  9  7  0  7  9                           Blackgrass (2)                                                                            4 6 2 5 2 6  2  3  2  3  8  9  5  0  6  8                           Chickweed  5 10                                                                               10                                                                               8 0 10 10 10 2  0  2  10 0  0  6  8                           Downy brome                                                                               10                                                                               3 3 0 0 2  0  6  3  5  7  10 5  0  8  10                          Field violet                                                                              5 9 2 2 0 10 6  3  0  2  3  8  2  0  3  0                           Galium (1) 7 9 7 4 2 10 10 7  6  3  7  8  6  0  7  5                           Galium (2) --                                                                               10                                                                               6 5 2 10 10 8  5  3  6  8  7  0  7  4                           Green foxtail                                                                             10                                                                               6 0 4 0 7  0  3  2  4  0  10 6  0  8  8                           Kochia     4 10                                                                               6 6 0 10 7  6  0  0  0  2  0  0  9  9                           Lambsquarters                                                                             5 4 0 2 0 4  0  0  2  4  0  0  0  0  4  4                           Persn Speedwell                                                                           0 10                                                                               0 0 0 6  0  0  0  0  0  0  0  0  0  0                           Rape       10                                                                               10                                                                               10                                                                               9 10                                                                               8  10 10 6  7  10 10 7  0  10 2                           Ryegrass   10                                                                               9 3 3 0 10 7  4  0  0  6  8  0  0  5  3                           Sugar beet 10                                                                               10                                                                               10                                                                               10                                                                               4 10 10 10 2  0  2  10 0  0  8  6                           Sunflower  10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 10 10 10 10 10 0  9  10                          Wheat (Spring)                                                                            6 2 0 2 0 2  0  0  3  2  6  7  2  0  7  8                           Wheat (Winter)                                                                            4 3 0 2 0 2  0  0  3  2  6  8  2  0  6  8                           Wild buckwheat                                                                            2 10                                                                               5 2 0 10 8  10 0  0  0  8  0  4  6  0                           Wild mustard                                                                              10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 9  10 10 10 10 6  10 10                          Wild oat (1)                                                                              10                                                                               5 3 0 0 5  2  6  7  6  10 10 2  0  9  9                           Wild oat (2)                                                                              9 5 4 0 0 5  2  7  6  6  10 10 2  0  8  10                          Wild radish                                                                               9 10                                                                               10                                                                               10                                                                               10                                                                               8  5  10 3  4  10 10 10 2  10 5                           Winter Barley                                                                             4 5 0 3 0 3  2  3  6  5  6  6  2  0  5  9                           __________________________________________________________________________                COMPOUND                                                            Rate (16 g/ha)                                                                            36                                                                               59                                                                               60                                                                               83                                                                               89                                                                               107                                                                               108                                                                               214                                                                               229                                                                               230                                                                               232                                                                               244                                                                               252                                                                               269                                                                               288                                                                               289                         __________________________________________________________________________     PREEMERGENCE                                                                   Blackgrass (1)                                                                            6 8 5 5 2 6  3  4  0  0  0  8  5  0  2  2                           Blackgrass (2)                                                                            8 8 6 6 2 6  3  4  0  0  0  7  4  0  2  2                           Chickweed  10                                                                               10                                                                               10                                                                               9 6 10 10 8  0  0  0  10 3  0  10 6                           Downy brome                                                                               8 7 5 2 0 5  3  6  3  2  5  9  2  0  2  2                           Field violet                                                                              8 10                                                                               10                                                                               10                                                                               5 10 10 10 0  0  0  8  3  0  10 0                           Galium (1) 7 10                                                                               10                                                                               9 8 10 8  8  2  2  0  9  2  0  4  3                           Galium (2) --                                                                               10                                                                               10                                                                               10                                                                               8 10 10 9  -- 0  0  9  2  0  5  3                           Green foxtail                                                                             7 8 5 7 0 7  3  4  0  0  2  9  3  0  2  5                           Kochia     2 10                                                                               8 5 0 8  7  2  0  0  0  3  0  0  7  3                           Lambsquarters                                                                             10                                                                               10                                                                               9 10                                                                               4 10 9  7  0  0  0  8  4  0  8  0                           Persn Speedwell                                                                           0 10                                                                               7 4 3 10 6  4  0  0  0  2  3  0  10 2                           Rape       8 10                                                                               10                                                                               10                                                                               8 10 9  10 0  0  0  9  2  0  8  0                           Ryegrass   4 9 5 4 0 10 5  3  0  0  0  6  0  0  2  0                           Sugar beet 9 10                                                                               10                                                                               10                                                                               5 10 10 10 0  2  0  10 2  0  9  4                           Sunflower  8 10                                                                               10                                                                               10                                                                               9 10 10 6  0  0  2  10 0  0  9  2                           Wheat (Spring)                                                                            0 4 3 0 0 5  3  0  5  0  2  2  2  0  2  0                           Wheat (Winter)                                                                            0 4 3 0 0 4  3  0  6  0  2  3  2  0  3  0                           Wild buckwheat                                                                            5 10                                                                               9 8 3 10 9  10 0  0  0  4  0  0  7  2                           Wild mustard                                                                              5 10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 0  0  2  10 6  0  10 3                           Wild oat (1)                                                                              0 8 6 0 0 10 6  2  2  0  3  5  0  0  2  0                           Wild oat (2)                                                                              0 9 6 0 0 10 6  2  2  0  3  4  0  0  2  0                           Wild radish                                                                               6 10                                                                               10                                                                               10                                                                               10                                                                               10 9  5  0  0  0  7  4  0  10 0                           Winter Barley                                                                             2 8 5 4 0 9  9  3  4  2  2  5  2  0  3  0                           __________________________________________________________________________                COMPOUND                                                            Rate (8 g/ha)                                                                             36                                                                               59                                                                               60                                                                               83                                                                               89                                                                               107                                                                               108                                                                               214                                                                               229                                                                               230                                                                               232                                                                               244                                                                               252                                                                               269                                                                               288                                                                               289                         __________________________________________________________________________     POSTEMERGENCE                                                                  Blackgrass (1)                                                                            3 4 2 3 2 3  0  2  2  2  4  7  4  0  6  8                           Blackgrass (2)                                                                            2 4 0 2 0 3  0  2  0  2  5  7  3  0  4  6                           Chickweed  3 10                                                                               10                                                                               6 0 10 9  10 0  0  0  10 0  0  4  6                           Downy brome                                                                               9 2 2 0 0 0  0  5  2  3  5  9  2  0  7  9                           Field violet                                                                              3 8 0 0 0 8  3  0  0  0  2  6  0  0  2  0                           Galium (1) 4 8 4 2 0 10 10 5  3  0  3  4  3  0  5  2                           Galium (2) --                                                                               7 4 2 0 10 9  5  4  0  3  5  4  0  4  2                           Green foxtail                                                                             9 4 0 3 0 3  0  2  0  2  0  8  4  0  7  6                           Kochia     2 10                                                                               3 4 0 10 5  4  0  0  0  0  0  0  7  7                           Lambsquarters                                                                             4 2 0 0 0 2  0  0  0  2  0  0  0  0  2  2                           Persn Speedwell                                                                           0 10                                                                               0 0 0 3  0  0  0  0  0  0  0  0  0  0                           Rape       10                                                                               10                                                                               9 7 9 6  8  10 3  3  9  10 4  0  10 0                           Ryegrass   9 7 2 2 0 10 5  2  0  0  4  5  0  0  3  2                           Sugar beet 10                                                                               10                                                                               9 10                                                                               2 10 10 10 0  0  0  10 0  0  7  5                           Sunflower  10                                                                               10                                                                               10                                                                               10                                                                               10                                                                               10 10 10 9  8  10 10 10 0  8  10                          Wheat (Spring)                                                                            3 0 0 0 0 0  0  0  0  0  3  5  0  0  5  7                           Wheat (Winter)                                                                            2 0 0 0 0 0  0  0  0  0  4  5  0  0  4  7                           Wild buckwheat                                                                            0 8 3 0 0 9  5  8  0  0  0  7  0  2  5  0                           Wild mustard                                                                              8 10                                                                               10                                                                               10                                                                               10                                                                               10 9  10 7  9  8  10 10 4  10 10                          Wild oat (1)                                                                              7 4 2 0 0 4  0  4  4  5  9  10 0  0  8  8                           Wild oat (2)                                                                              7 3 2 0 0 3  0  5  5  4  8  10 0  0  6  7                           Wild radish                                                                               6 10                                                                               9 10                                                                               9 7  3  10 0  3  8  10 10 0  10 5                           Winter Barley                                                                             2 4 0 0 0 2  0  2  4  2  3  4  0  0  4  6                           __________________________________________________________________________                COMPOUND                                                            Rate (8 g/ha)                                                                             36                                                                               59                                                                               60                                                                               83                                                                               89                                                                               107                                                                               108                                                                               214                                                                               229                                                                               230                                                                               232                                                                               244                                                                               252                                                                               269                                                                               288                                                                               289                         __________________________________________________________________________     PREEMERGENCE                                                                   Blackgrass (1)                                                                            4 7 4 3 0 3  0  2  0  0  0  6  2  0  0  0                           Blackgrass (2)                                                                            4 7 5 4 0 3  0  2  0  0  0  5  2  0  0  0                           Chickweed  9 10                                                                               10                                                                               7 3 10 10 6  0  0  0  10 2  0  8  4                           Downy brome                                                                               5 6 2 0 0 4  2  3  0  0  3  7  0  0  0  0                           Field violet                                                                              6 10                                                                               10                                                                               8 2 10 10 9  0  0  0  6  0  0  8  0                           Galium (1) 5 10                                                                               10                                                                               8 5 9  5  6  0  0  0  6  0  0  2  2                           Galium (2) --                                                                               10                                                                               10                                                                               8 4 10 7  7  -- 0  0  7  0  0  3  0                           Green foxtail                                                                             5 7 2 4 0 5  0  2  0  0  0  6  2  0  0  3                           Kochia     0 9 7 3 0 6  5  0  0  0  0  0  0  0  5  2                           Lambsquarters                                                                             7 10                                                                               8 9 2 9  6  4  0  0  0  7  2  0  7  0                           Persn Speedwell                                                                           0 10                                                                               6 2 2 10 3  3  0  0  0  0  2  0  8  0                           Rape       6 10                                                                               10                                                                               10                                                                               7 10 6  10 0  0  0  5  0  0  6  0                           Ryegrass   2 8 3 3 0 8  3  2  0  0  0  4  0  0  0  0                           Sugar beet 6 10                                                                               10                                                                               9 2 10 9  9  0  0  0  10 0  0  7  3                           Sunflower  4 10                                                                               10                                                                               10                                                                               3 10 10 5  0  0  0  10 0  0  5  0                           Wheat (Spring)                                                                            0 3 2 0 0 3  2  0  2  0  0  0  0  0  0  0                           Wheat (Winter)                                                                            0 3 2 0 0 3  2  0  3  0  0  0  0  0  0  0                           Wild buckwheat                                                                            3 10                                                                               8 6 0 9  7  8  0  0  0  2  0  0  5  0                           Wild mustard                                                                              2 10                                                                               10                                                                               10                                                                               10                                                                               10 10 9  0  0  0  9  3  0  10 2                           Wild oat (1)                                                                              0 7 4 0 0 8  4  0  0  0  2  2  0  0  0  0                           Wild oat (2)                                                                              0 7 5 0 0 8  5  0  0  0  2  2  0  0  0  0                           Wild radish                                                                               4 10                                                                               9 10                                                                               10                                                                               9  6  4  0  0  0  4  2  0  8  0                           Winter Barley                                                                             0 7 2 3 0 7  7  2  2  0  0  3  0  0  0  0                           __________________________________________________________________________                COMPOUND                                                            Rate (4 g/ha)                                                                             36                                                                               59                                                                               60                                                                               83                                                                               89                                                                               107                                                                               108                                                                               214                                                                               229                                                                               230                                                                               232                                                                               244                                                                               252                                                                               269                                                                               288                                                                               289                         __________________________________________________________________________     POSTEMERGENCE                                                                  Blackgrass (1)                                                                            0 2 0 2 0 0  0  0  0  0  2  5  2  0  4  6                           Blackgrass (2)                                                                            0 2 0 0 0 0  0  0  0  0  3  6  2  0  2  4                           Chickweed  0 10                                                                               8 3 0 7  5  7  0  0  0  9  0  0  2  4                           Downy brome                                                                               7 0 0 0 0 0  0  3  0  0  4  7  0  0  5  7                           Field violet                                                                              2 5 0 0 0 5  2  0  0  0  0  4  0  0  0  0                           Galium (1) 2 4 2 0 0 7  7  2  2  0  0  2  0  0  2  0                           Galium (2) --                                                                               4 2 0 0 10 6  2  2  0  0  3  2  0  3  0                           Green foxtail                                                                             3 2 0 2 0 0  0  0  0  0  0  4  2  0  6  3                           Kochia     0 8 2 2 0 6  3  3  0  0  0  0  0  0  5  5                           Lambsquarters                                                                             2 0 0 0 0 0  0  0  0  0  0  0  0  0  0  0                           Persn Speedwell                                                                           0 8 0 0 0 2  0  0  0  0  0  0  0  0  0  0                           Rape       9 10                                                                               4 5 8 5  7  6  0  0  7  10 3  0  10 0                           Ryegrass   5 5 0 0 0 10 3  0  0  0  2  3  0  0  2  0                           Sugar beet 7 10                                                                               6 9 0 10 10 7  0  0  0  10 0  0  6  2                           Sunflower  10                                                                               10                                                                               10                                                                               10                                                                               7 10 9  10 7  7  10 10 9  0  6  7                           Wheat (Spring)                                                                            0 0 0 0 0 0  0  0  0  0  2  3  0  0  4  5                           Wheat (Winter)                                                                            0 0 0 0 0 0  0  0  0  0  2  3  0  0  3  5                           Wild buckwheat                                                                            0 6 0 0 0 5  3  6  0  0  0  5  0  0  4  0                           Wild mustard                                                                              6 10                                                                               10                                                                               10                                                                               10                                                                               10 7  9  3  8  6  8  8  2  10 8                           Wild oat (1)                                                                              4 2 0 0 0 2  0  2  2  3  6  8  0  0  7  4                           Wild oat (2)                                                                              4 2 0 0 0 2  0  2  3  2  6  9  0  0  5  3                           Wild radish                                                                               5 10                                                                               7 10                                                                               7 5  2  7  0  0  5  10 8  0  9  4                           Winter Barley                                                                             0 2 0 0 0 0  0  0  2  0  0  2  0  0  2  5                           __________________________________________________________________________                COMPOUND                                                            Rate (4 g/ha)                                                                             36                                                                               59                                                                               60                                                                               83                                                                               89                                                                               107                                                                               108                                                                               214                                                                               229                                                                               230                                                                               232                                                                               244                                                                               252                                                                               269                                                                               288                                                                               289                         __________________________________________________________________________     PREEMERGENCE                                                                   Blackgrass (1)                                                                            2 6 2 2 0 0  0  0  0  0  0  3  0  0  0  0                           Blackgrass (2)                                                                            2 6 3 3 0 0  0  0  0  0  0  3  0  0  0  0                           Chickweed  6 9 8 5 2 10 9  3  0  0  0  8  0  0  6  2                           Downy brome                                                                               2 5 0 0 0 2  0  2  0  0  0  3  0  0  0  0                           Field violet                                                                              3 9 9 6 0 8  8  7  0  0  0  3  0  0  7  0                           Galium (1) 2 9 8 6 2 6  3  4  0  0  0  4  0  0  0  0                           Galium (2) --                                                                               9 8 6 3 9  5  4  -- 0  0  4  0  0  2  0                           Green foxtail                                                                             2 6 0 2 0 2  0  0  0  0  0  5  0  0  0  0                           Kochia     0 8 5 0 0 4  2  0  0  0  0  0  0  0  2  0                           Lambsquarters                                                                             4 8 7 6 0 6  5  3  0  0  0  3  0  0  5  0                           Persn Speedwell                                                                           0 10                                                                               5 0 0 10 2  2  0  0  0  0  0  0  6  0                           Rape       4 10                                                                               10                                                                               8 4 8  5  8  0  0  0  3  0  0  4  0                           Ryegrass   0 7 2 2 0 6  2  0  0  0  0  2  0  0                                 Sugar beet 4 10                                                                               10                                                                               8 0 10 8  8  0  0  0  8  0  0  6  0                           Sunflower  2 10                                                                               10                                                                               9 0 10 10 3  0  0  0  7  0  0  2  0                           Wheat (Spring)                                                                            0 2 0 0 0 2  0  0  0  0  0  0  0  0  0  0                           Wheat (Winter)                                                                            0 2 0 0 0 2  0  0  0  0  0  0  0  0  0  0                           Wild buckwheat                                                                            0 8 7 4 0 8  4  5  0  0  0  0  0  0  4  0                           Wild mustard                                                                              0 10                                                                               10                                                                               10                                                                               7 10 9  7  0  0  0  8  0  0  10 0                           Wild oat (1)                                                                              0 6 2 0 0 4  2  0  0  0  0  0  0  0  0  0                           Wild oat (2)                                                                              0 5 2 0 0 4  3  0  0  0  0  0  0  0  0  0                           Wild radish                                                                               2 9 7 10                                                                               9 8  4  2  0  0  0  2  0  0  6  0                           Winter Barley                                                                             0 6 0 0 0 5  5  0  0  0  0  2  0  0  0  0                           __________________________________________________________________________                COMPOUND                                                            Rate (2 g/ha)                                                                             36                                                                               107                                                                               108                                                                               232                                                                               252                                                                               289                                                   __________________________________________________________________________     POSTEMERGENCE                                                                  Blackgrass (1)                                                                            0 0  0  0  0  0                                                     Blackgrass (2)                                                                            0 0  0  0  0  0                                                     Chickweed  0 3  2  0  0  2                                                     Downy brome                                                                               3 0  0  2  0  3                                                     Field violet                                                                              0 3  0  0  0  0                                                     Galium (1) 0 3  3  0  0  0                                                     Galium (2) --                                                                               3  3  0  0  0                                                     Green foxtail                                                                             4 0  0  0  0  0                                                     Kochia     0 3  0  0  0  2                                                     Lambsquarters                                                                             0 0  0  0  0  0                                                     Persn Speedwell                                                                           0 0  0  0  0  0                                                     Rape       5 3  5  5  0  0                                                     Ryegrass   2 7  0  0  0  0                                                     Sugar beet 3 9  9  0  0  0                                                     Sunflower  9 10 5  10 5  4                                                     Wheat (Spring)                                                                            0 0  0  0  0  2                                                     Wheat (Winter)                                                                            0 0  0  0  0  2                                                     Wild buckwheat                                                                            0 2  2  0  0  0                                                     Wild mustard                                                                              4 10 3  4  5  7                                                     Wild oat (1)                                                                              2 0  0  2  0  2                                                     Wild oat (2)                                                                              3 0  0  3  0  2                                                     Wild radish                                                                               3 2  0  2  5  0                                                     Winter Barley                                                                             0 0  0  0  0  3                                                     __________________________________________________________________________                COMPOUND                                                            Rate (2 g/ha)                                                                             36                                                                               107                                                                               108                                                                               232                                                                               252                                                                               289                                                   __________________________________________________________________________     PREEMERGENCE                                                                   Blackgrass (1)                                                                            --                                                                               0  0  0  0  0                                                     Blackgrass (2)                                                                            --                                                                               0  0  0  0  0                                                     Chickweed  --                                                                               8  7  0  0  0                                                     Downy brome                                                                               --                                                                               0  0  0  0  0                                                     Field violet                                                                              --                                                                               6  5  0  0  0                                                     Galium (1) --                                                                               4  0  0  0  0                                                     Galium (2) --                                                                               5  2  0  0  0                                                     Green foxtail                                                                             --                                                                               0  0  0  0  0                                                     Kochia     --                                                                               2  0  0  0  0                                                     Lambsquarters                                                                             --                                                                               5  3  0  0  0                                                     Persn Speedwell                                                                           --                                                                               8  0  0  0  0                                                     Rape       --                                                                               5  2  0  0  0                                                     Ryegrass   --                                                                               3  0  0  0  0                                                     Sugar beet --                                                                               9  5  0  0  0                                                     Sunflower  --                                                                               9  9  0  0  0                                                     Wheat (Spring)                                                                            --                                                                               0  0  0  0  0                                                     Wheat (Winter)                                                                            --                                                                               0  0  0  0  0                                                     Wild buckwheat                                                                            --                                                                               6  3  0  0  0                                                     Wild mustard                                                                              --                                                                               9  7  0  0  0                                                     Wild oat (1)                                                                              --                                                                               2  0  0  0  0                                                     Wild oat (2)                                                                              --                                                                               2  0  0  0  0                                                     Wild radish                                                                               --                                                                               6  2  0  0  0                                                     Winter Barley                                                                             --                                                                               3  2  0  0  0                                                     __________________________________________________________________________ 

What is claimed is:
 1. Compounds of the formula ##STR66## W is O or S; R is H or CH₃ ;R¹ is H; CH₃ ; CH₂ OCH₃ ; CH₂ OC₂ H₅ ; CH₂ CN; CH₂ SCH₃ ; CH₂ SC₂ H₅ ; C₂ -C₆ alkyl optionally substituted with one C₁ -C₂ alkoxy, C₁ -₂ alkylthio, CN or one or more halogens; C₃ -C₄ alkenyl; C₃ -C₄ haloalkenyl; C₃ -C₆ cycloalkyl; C(O)R⁵ ; N(CH₃)₂ ; or Q¹ ; R² is C₁ -C₄ alkyl optionally substituted with one CN, C₂ -C₃ alkylcarbonyl, methoxycarbonyl, C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, C₁ -C₂ alkylsulfonyl, S(O)₂ NR⁶ R⁷, OH or one or more halogens; C₂ -C₄ alkenyl optionally substituted with one C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, CN or one or more halogens; (CH₂)_(m) Q² ; CN; C(O)R⁸ ; C(O)OR⁹ ; C(O)NR¹⁰ R¹¹ ; C(R¹²)═NOR¹³ ; C(R¹⁴)(OR¹⁵)(OR¹⁶); S(O)_(n) R¹⁷ ; S(O)₂ NR¹⁸ R¹⁹ ; NO₂ ; halogen; or OR⁷³ ; R³ is H, halogen or C₁ -C₄ alkyl; R⁴ is H, C₁ -C₄ alkyl optionally substituted with one CN, C₂ -C₃ alkylcarbonyl, methoxycarbonyl, C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, C₁ -C₂ alkylsulfonyl, S(O)₂ NR⁶ R⁷, OH or one or more halogens; C₂ -C₄ alkenyl optionally substituted with one C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, CN or one or more halogens; CN; C(O)R⁸ ; C(O)OR⁹ ; C(O)NR¹⁰ R¹¹ ; C(R¹²)═NOR¹³ ; S(O)_(n) R¹⁷ ; S(O)₂ NR¹⁸ R¹⁹ ; or halogen; R⁵ is C₁ -C₄ alkyl, C₁ -C₄ alkoxy or NR²⁰ R²¹ ; R⁶ is H, C₁ -C₂ alkyl or OCH₃ ; R⁷ is C₁ -C₂ alkyl; or R⁶ and R⁷ can be taken together as --(CH₂)₃ -- or --(CH₂)₄ --; R⁸ is H, C₁ -C₃ alkyl or cyclopropyl; R⁹ is CH₃ ; C₂ -C₃ alkyl optionally substituted with one C₁ -C₂ alkoxy, OH, CN or one or more halogens; C₃ -C₄ alkenyl; or propargyl; R¹⁰ is H, C₁ -C₃ alkyl or OCH₃ ; R¹¹ is C₁ -C₃ alkyl; or R¹⁰ and R¹¹ can be taken together as --(CH₂)₃ --; --(CH₂)₄ --; --(CH₂)₅ -- or --(CH₂)₂ O(CH₂)₂ --; R¹² is H, C₁ -C₃ alkyl, allyl, halogen, CN, N₃, C₁ -C₂ alkoxy, C₁ -C₂ alkylthio or SCN; R¹³ is C₁ -C₃ alkyl or allyl; R¹⁴ is H or C₁ -C₃ alkyl; R¹⁵ and R¹⁶ are independently C₁ -C₂ alkyl; R¹⁷ is C₁ -C₄ alkyl, optionally substituted with one C₁ -C₂ alkoxy, C₁ -C₂ alkylthio, CN or one or more halogens; C₃ -C₄ alkenyl; or cyclopropylmethyl; R¹⁸ is H, C₁ -C₃ alkyl or OCH₃ ; R¹⁹ is H or C₁ -C₂ alkyl; or R¹⁸ and R¹⁹ can be taken together as --(CH₂)₃ --, --(CH₂)₄ -- or --(CH₂)₅ --; R²⁰ and R²¹ are independently C₁ -C₂ alkyl; or R²⁰ and R²¹ can be taken together as --(CH₂)₃ --, --(CH₂)₄ --, --(CH₂)₅ -- or --(CH₂)₂ O(CH₂)₂ --; R⁷¹ is H, halogen or CF₃ ; R⁷³ is C₁ -C₄ alkyl optionally substituted with one or more halogens, CN, C₁ -C₂ alkoxy, or C₁ -C₂ alkylthio; C(O)R⁷⁴ ; SO₂ R⁷⁵ ; C₃ -C₄ alkenyl; or propargyl; R⁷⁴ is C₁ -C₄ alkyl optionally substituted with C₁ -C₂ alkoxy, one or more halogens, or CN; C₃ -C₄ alkenyl; or C₁ --C₃ alkoxy; R⁷⁵ is C₁ -C₃ alkyl or CF₃ ; m is 0 or 1; n is 0, 1 or 2; Q¹ is ##STR67## r is 0 or 1; R⁴⁵ and R⁴⁶ are independently H, CH₃ or Cl; R⁴⁷ is H or C₁ -C₃ alkyl; R⁴⁸ is H or CH₃ ; R⁴⁹ and R⁵⁰ are independently H or CH₃ ; R⁵¹ is H, CH₃ or OCH₃ ; R⁵² is H or CH₃ ; R⁵³ R⁵⁴ and R⁵⁵ are independently H, CH₃ or OCH₃ ; R⁵⁶, R⁵⁷ and R⁵⁸ are independently H, CH₃, CH₂ CH₃, Cl, Br, OCH₃ or OCH₂ CH₃ ; R⁵⁹ is H or C₁ -C₂ alkyl; R⁶⁰ is CH₃ ; R⁶¹ is H, C₁ -C₂ alkyl, OCH₃ or SCH₃ ; R⁶² is H, CH₃ or CH₂ CH₃ ; R⁶³ and R⁶⁴ are independently H or CH₃ ; R⁶⁵ is H, CH₃, CH₂ CH₃ or C₃ H₇ ; W³ is O or S; W⁴ is O, S or NR⁶⁶ ; R⁶⁶ is H or CH₃ ; A is ##STR68## X is H, C₁ -C₄ alkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ haloalkyl, C₁ -C₄ haloalkylthio, C₁ -C₄ alkylthio, halogen, C₂ -C₅ alkoxyalkyl, C₂ -C₅ alkoxyalkoxy, amino, C₁ -C₃ alkylamino or di(C₁ -C₃ alkyl)amino; Y is H, C₁ -C₄ alkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ alkylthio, C₁ -C₄ haloalkylthio, C₂ -C₅ alkoxyalkyl, C₂ -C₅ alkoxyalkoxy, amino, C₁ -C₃ alkylamino, di(C₁ -C₃ alkyl)amino, C₃ -C₄ alkenyloxy, C₃ -C₄ alkynyloxy, C₂ -C₅ alkylthioalkyl, C₂ -C₅ alkylsulfinylalkyl, C₂ -C₅ alkylsulfonylalkyl, C₁ -C₄ haloalkyl, C₂ -C₄ alkynyl, C₃ -C₅ cycloalkyl, azido, cyano, ##STR69## or N(OCH₃)CH₃ ; p is 2 or 3; Q³ and Q⁴ are independently O or S; R²² is H or C₁ -C₃ alkyl; R²³ and R²⁴ are independently C₁ -C₃ alkyl; Z is CH; q is 0 or 1; R²⁵ and R²⁶ are independently H, CH₃ or C₁ ; R²⁷ and R²⁸ are independently H, F, or CH₃ ; R²⁹ is H, CH₃ or OCH₃ ; R³⁰ is H or CH₃ ; R³¹, R³² and R³³ are independently H, CH₃ or OCH₃ ; R³⁴, R³⁵ and R³⁶ are independently H, CH₃, CH₂ CH₃, Cl, Br, OCH₃ or OCH₂ CH₃ ; R³⁷ is H or C₁ -C₂ alkyl; R³⁸ is CH₃ ; R³⁹ is H, C₁ -C₂ alkyl, OCH₃ or SCH₃ ; R⁴⁰ is H, CH₃ or CH₂ CH₃ ; R⁴¹ and R⁴² are independently H or CH₃ ; R⁴³ is H, CH₃, CH₂ CH₃ or C₃ H₇ ; W¹ is O or S; W² is O, S or NR⁴⁴ ; R⁴⁴ is H or CH₃ ;and their agriculturally suitable salts: provided that: (a) when m is zero, Q² is bound through carbon to the pyrrole ring in J; (b) when X is F, Cl, Br or I, then Y is OCH₃, OCH₂ CH₃, N(OCH₃)CH₃, NHCH₃, N(CH₃)₂ or OCF₂ H; (c) when W is S, then R is H and Y is CH₃, OCH₃, OCH₂ CH₃, CH₂ OCH₃, CH₂ CH₃, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, OCH₂ CH₂ OCH₃, CH(OCH₃)₂ or ##STR70## (d) when the total number of carbon atoms of X and Y is greater than four, then the number of carbons of Q¹ and Q² for each is less than or equal to eight; (e) when J is J-1 and X and/or Y is alkyl, then R² is other than CN or NO₂ ; (f) when J is J-1 and X and/or Y is C₁ haloalkoxy, then R² is other than C(O)OR⁹.
 2. Compounds of claim 1 wherein:W is O; R¹ is H, C₁ -C₆ alkyl, allyl, CH₂ OCH₃, CH₂ OC₂ H₅, CH₂ SCH₃ phenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, C(O)OCH₃ or C(O)N(CH₃)₂ ; X is C₁ -C₂ alkyl, C₁ -C₂ alkoxy, F, Cl, Br, I, OCF₂ H, CH₂ F, CF₃, OCH₂ CH₂ F, OCH₂ CHF₂, OCH₂ CF₃, CH₂ Cl or CH₂ Br; and Y is H, C₁ -C₂ alkyl, C₁ -C₂ alkoxy, CH₂ OCH₃, CH₂ OCH₂ CH₃, NHCH₃, N(OCH₃)CH₃, N(CH₃)₂, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C°CH, OCH₂ CH₂ OCH₃, CH₂ SCH₃, C(O)R²², ##STR71## OCF₂ H, SCF₂ H, cyclopropyl, C°CH or C°CCH₃.
 3. Compounds of claim 2 wherein:R³ is H, CH₃, Cl or Br; and R⁴ is H, C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)NR¹⁰ R¹¹, C(R¹²)═NOR¹³, C(R¹⁴)(OR¹⁵)OR¹⁶), S(O)_(n) R¹⁷, S(O)₂ NR¹⁸ R¹⁹, F, Cl or Br; R⁸ is H or C₁ -C₂ alkyl; R⁹ is C₁ -C₂ alkyl or CH₂ CH₂ Cl; R¹⁰ is H or CH₃ ; R¹¹ is CH₃ ; R¹² is H, CH₃, C₂ H₅ or Cl; R¹³ is CH₃ ; R¹⁴ is H or C₁ -C₂ alkyl; R¹⁵ and R¹⁶ are CH₃ ; R¹⁷ is C₁ -C₂ alkyl; R¹⁸ is H or CH₃ ; R¹⁹ is CH₃ ; and n is 0 or
 2. 4. Compounds of claim 3 wherein:R² is C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)NR¹⁰ R¹¹, C(R¹²)═NOR¹³, C(R¹⁴)(OR¹⁵)(OR¹⁶), S(O)_(n) R¹⁷, S(O)₂ NR¹⁸ R¹⁹, F, Cl, Br, or OR⁷³.
 5. Compounds of claim 4 wherein:R is H; and R⁷¹ is H.
 6. Compounds of claim 5 wherein:J is J-1.
 7. Compounds of claim 5 wherein:J is J-2.
 8. Compounds of claim 5 wherein:J is J-3.
 9. Compounds of claim 6 wherein:R² is C₁ -C₂ alkyl, CH₂ CH, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)N(CH₃)₂, S(O)₂ CH₃, S(O)₂ C₂ H₅, S(O)₂ N(CH₃)₂, C₁ -C₂ alkoxy, OC(O)CH₃, or OSO₂ CH₃ ; R⁴ is H, C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)N(CH₃)₂, S(O)₂ CH₃, S(O)₂ C₂ H₅ or S(O)₂ N(CH₃)₂ ; R⁸ is C₁ -C₂ alkyl; R⁹ is C₁ -C₂ alkyl; Q² is Q² -1, Q² -4, Q² -5, Q² -6, Q² -10, Q² -11, Q² -20 or Q² -21; R⁴⁵, R⁴⁶, R⁴⁹, R⁵⁰, R⁵⁶, R⁵⁷ and R⁵⁸ are H; R⁶⁵ is CH₃ ; W³ is S; and r is
 0. 10. Compounds of claim 7 wherein:R² is C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)N(CH₃)₂, S(O)₂ CH₃, S(O)₂ C₂ H₅, S(O)₂ N(CH₃)₂, C₁ -C₂ alkoxy, OC(O)CH₃, or OSO₂ CH₃ ; R⁴ is H, C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)N(CH₃)₂, S(O)₂ CH₃ or S(O)₂ N(CH₃)₂ ; R⁸ is C₁ -C₂ alkyl; R⁹ is C₁ -C₂ alkyl; Q² is Q² -1, Q² -4, Q² -5, Q² -6, Q² -10, Q² -11, Q² -20 or Q² -21; R⁴⁵, R⁴⁶, R⁴⁹, R⁵⁰, R⁵⁶, R⁵⁷ and R⁵⁸ are H; R⁶⁵ is CH₃ ; W³ is S; and r is
 0. 11. Compounds of claim 8 wherein:R² is C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)N(CH₃)₂, S(O)₂ CH₃, S(O)₂ C₂ H₅, S(O)₂ N(CH₃)₂, C₁ -C₂ alkoxy, OC(O)CH₃, or OSO₂ CH₃ ; R⁴ is H, C₁ -C₂ alkyl, CH₂ CN, CH₂ OCH₃, CH₂ SCH₃, CH₂ S(O)₂ CH₃, Q², C(O)R⁸, C(O)OR⁹, C(O)N(CH₃)₂, S(O)₂ CH₃ or S(O)₂ N(CH₃)₂ ; R⁸ is C₁ -C₂ alkyl; R⁹ is C₁ -C₂ alkyl; Q² is Q² -1, Q² -4, Q² -5, Q² -6, Q² -10, Q² -11, Q² -20 or Q² -21; R⁴⁵, R⁴⁶, R⁴⁹, R⁵⁰, R⁵⁶, R⁵⁷ and R⁵⁸ are H; R⁶⁵ is CH₃ ; W³ is S; and r is
 0. 12. Compounds of claim 9 wherein:X is CH₃, OCH₃, OCH₂ CH₃, OCH₂ CF₃ or Cl; and Y is CH₃, OCH₃, NHCH₃ or N(CH₃)₂.
 13. Compounds of claim 10 wherein:X is CH₃, OCH₃, OCH₂ CH₃, OCH₂ CF₃ or Cl; and Y is CH₃, OCH₃, NHCH₃ or N(CH₃)₂.
 14. Compounds of claim 11 wherein:X is CH₃, OCH₃, OCH₂ CH₃, OCH₂ CF₃ or Cl; and Y is CH₃, OCH₃, NHCH₃ or N(CH₃)₂.
 15. The compound of claim 1 which is:ethyl 2-[[[(4-chloro-6-methoxypyrimidin-2-yl]aminocarbonyl]-aminosulfonyl]-1-ethyl-1H-pyrrole-3-carboxylate.
 16. The compound of claim 1 which is:1-ethyl-3-(ethylsulfonyl)-N-[(4-methoxy-6-methylpyrimidin -2-yl)aminocarbonyl]-1H-pyrrole-2-sulfonamide.
 17. An agriculturally suitable composition for controlling the growth of undesired vegetation comprising a herbicidally effective amount of a compound in any of claims 1, 2, 3, 4 or 5 and at least one of the following surfactants: solid diluent or liquid diluent.
 18. A method for controlling the growth of undesired vegetation which comprises applying the locus to be protected a herbicidally effective amount of a compound in any of claims 1, 2, 3, 4 or
 5. 